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1398-61-4

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1398-61-4 Usage

Description

Different sources of media describe the Description of 1398-61-4 differently. You can refer to the following data:
1. Chitin is a naturally occurring polysaccharide found in the shells of living organisms such as crabs, lobsters, tortoise, shrimps, and insects or it can be generated via fungal fermentation processes. And chitosan is a unique biobased polymer that is a derivative of chitin and forms the exoskeleton of arthropods. It is obtained by partial deacetylation of chitin using a chemical method or by enzymatic hydrolysis. In general, chitin with a degree of deacetylation of 70% or above is considered to be chitosan.
2. Chitin is the most abundant natural amino polysaccharide. It has a similar annual yield as cellulose. Chitin is a kind of highly valuable material in biomedical applications because of its high biocompatibility, biodegradability and non-toxicity as well as its antimicrobial activity and low immunogenicity. It can be easily processed into gels, membrane, nanofibers, beads, nanoparticle, scaffold and sponges, enables its wide applications. In the tissue engineering, it can be used for manufacturing polymer scaffold to satisfy the demands of repairing, replacing, maintaining, or enhancing the function of a particular tissue or organ. In wound dressing, chitin can be used as antimicrobial reagent. In the field of drug delivery, the water-soluble carboxymethyl chitin (CMC) nanoparticle can be used as an effective carrier in drug delivery.

Chemical structure

Chitin is a naturally occurring polymer consisting of 2-acetamido-2- deoxy-D-glucose via a β(1-4) linkage. Three forms of chitin are available, namely α-, β-, and γ-chitin, however, the structure of α-chitin has been investigated more extensively than that of either the β- or γ- form. Very few studies have been carried out on γ-chitin because γ-chitin may be a distorted version of either α- or β-chitin.Its structure is similar to cellulose but with 2-acetamido-2-deoxy-β-D-glucose (NAG) monomer units. Chitin has limited applications because of its acetyl groups, but through the deacetylation process chitin is converted into chitosan. During the deacetylation process, the acetyl group present in chitin is converted into hydroxyl (-OH) and amino (-NH2) groups in the chitosan. The modification of the reactive functional groups present in chitosan opens the possibility of broad application in many fields.

Source

Chitin is usually isolated from the exoskeletons of arthropods’ chitin-based tissue (30%-40% protein, 30%-50% calcium carbonate, and 20%-30% chitin), such as crustaceans, mollusks, insects, and certain fungi. It is a biological nanocomposite material strictly hierarchically organized which reveals various structural levels. At the molecular level is the polysaccharide chitin itself. The next structural level is the arrangement of c. 18-25 of such molecules in the form of narrow and long crystalline units, which are wrapped by proteins, forming nanofibrils of about 2-5 nm diameter and about 300 nm length. The next step in the scale consists of the clustering of some of these nanofibrils into long chitin-protein fibers of about 50-300 nm diameter.Chitin is mainly occurs in three different polymeric α-, β-, and γ-forms. The chains are arranged in stacks or sheets in α-chitin and adjacent sheets along the c-axis have the same direction in a parallel arrangement. The α-chitin occurs in the exoskeletons of crustaceans (e.g., crabs, lobsters, and prawns). In the case of β-chitin, the adjacent sheets along the c-axis present in opposite directions in an antiparallel arrangement and it can be found in squid pen, certain diatoms, and vestimentiferans (a class of deep-sea animal). However every third sheet is in the opposite direction to the preceding sheets in γ-chitin. It mainly exists in fungi and yeast.

applications

Chitin and its derivative chitosan are natural biopolymers which are extracted from crabs, prawns, and shrimps. Chitin consists of β-(1,4)- linked 2-acetamido-2 deoxy-β-D-glucose which is insoluble in water and hydrophobic in nature.Chitin is a natural biopolymer, which is biocompatible and biodegradable and useful in many applications like biomedical, electronics, photography, and textiles. The main advantages of chitin and its derivates are the low cost and easily availability. The chitin-based composites like chitin beads, chitin nanofibers, and chitin hydrogels are used in drug delivery and tissue engineering applications. In recent times, chitin and its derivates have gained much importance in the field of electronic applications as sensors and energy storage applications. Chitin nanofiber papers are being used as flexible green electronics in solar cells and organic light-emitting diodes. Aksoy et al. prepared low-cost chitin derivatives with high conductivity, for the construction of Schottky diodes, which are useful for photoelectrical applications. Schauer et al. reported a variation of the piezoelectric effect of the chitin electrospun nanofibers.

Preparation

Chitin (C8H13O5N)n, is derived from the Greek word “chiton,” meaning a coat of mail. It is a natural polysaccharide of β-(1-4)-N-acetyl-D-glucosamine monomers, first identified by the chemist Henri Braconnot in 1811.A suspension of chitin crystallite particles was first prepared by Marchessault et al. in 1959. In this method, 2.5 N hydrochloric acid solution was used to treat purified chitin under reflux for 1 h. After the reflux, the excess acid was separated by a decantation process and then distilled water was added to obtain the suspension. It was observed from their method that the acid-hydrolyzed chitin spontaneously dispersed into rod-like particles that could be concentrated to a liquid crystalline phase and self-assembled to a cholesteric liquid crystalline phase above a certain concentration. Though chitins are present within numerous taxonomic groups, on the commercial scale they are usually extracted from marine crustaceans, mainly because a large amount of waste is available as a by-product of food processing.

Chemical Properties

Chitin is a colorless, crystalline or amorphous powder that is insoluble in water, organic solvents, dilute acids, and alkalis. It dissolves in concentrated mineral acids with simultaneous degradation of the polymer. Although chitosan is insoluble in water, it does dissolve in aqueous organic acids, for example, acetic and formic acids, as well as inorganic acids. Chitin and chitosan preparation can vary due to the source, with compositional differences. Similarly, the physicochemical characteristics of chitin and chitosan differ between crustacean species and preparation methods. Several studies have clearly demonstrated the specific characteristics of these products. The Mw and degree of deacetylation (DD) vary with process conditions. The physicochemical characteristics of chitin and chitosan influence their functional properties. Mw and DD vary with process conditions or different extraction methods. Chitosan's application depends on physical, biological, and chemical properties and chitosan depends on two parameters, such as DD and Mw.

Uses

Different sources of media describe the Uses of 1398-61-4 differently. You can refer to the following data:
1. Chitin, a β(1,4) polymer chain of N-acetyl-D glucosamine, is used as a substrate to identify, differentiate and characterize chitinase(s) and chitin deacetylase(s). Chitin may be used as a viscosity/thickening agent or binder.
2. chitin (chitine) is a moisture retainer and film-forming agent. This is a naturally occurring polysaccharide found in the shells of crustaceans, such as shrimp and crab, as well as in some fungi and algae.
3. A naturally occuring fibre found in the shells of shellfish. Used for the analysis of chitinase. lysozyme substrate.

Definition

chitin: A polysaccharide comprisingchains of N-acetyl-d-glucosamine,a derivative of glucose. Chitin isstructurally very similar to celluloseand serves to strengthen the supportingstructures of various invertebrates.It also occurs in fungi.

Agricultural Uses

Chitin is a polysaccharidec omprising chains of N-acetyl- D-glucosamine, a derivative of glucose, linked byβ-1,4 bonds and containing about 77 nitrogen atoms. It may be visualized as cellulose in which the hydroxyl groups on the second carbon are replaced by -NHCOCH3 groups Chitin is structurally very similar to cellulose and serves to strengthen various invertebrates. It offers resistance to chemicals and is present in the cell wall of some fungi as well as in the exoskeleton of insects.

References

Kumar, Majeti NV Ravi. "A review of chitin and chitosan applications." Reactive and functional polymers 46.1 (2000): 1-27. Jayakumar, R., et al. "Biomedical applications of chitin and chitosan based nanomaterials—A short review." Carbohydrate Polymers 82.2 (2010): 227-232.

Check Digit Verification of cas no

The CAS Registry Mumber 1398-61-4 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,3,9 and 8 respectively; the second part has 2 digits, 6 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 1398-61:
(6*1)+(5*3)+(4*9)+(3*8)+(2*6)+(1*1)=94
94 % 10 = 4
So 1398-61-4 is a valid CAS Registry Number.
InChI:InChI=1/C28H49N3O16/c1-11(35)29-21-19(9-44-8-15-17(5-33)47-28(42)23(25(15)39)31-13(3)37)45-16(4-32)14(24(21)38)7-43-10-20-22(30-12(2)36)27(41)26(40)18(6-34)46-20/h14-28,32-34,38-42H,4-10H2,1-3H3,(H,29,35)(H,30,36)(H,31,37)/t14-,15-,16?,17?,18?,19+,20+,21?,22?,23?,24+,25+,26-,27-,28-/m1/s1

1398-61-4 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
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  • Detail
  • TCI America

  • (C0072)  Chitin  

  • 1398-61-4

  • 25g

  • 140.00CNY

  • Detail
  • TCI America

  • (C0072)  Chitin  

  • 1398-61-4

  • 250g

  • 465.00CNY

  • Detail
  • Sigma

  • (C9213)  Chitinfromshrimpshells  practical grade, coarse flakes

  • 1398-61-4

  • C9213-500G

  • 1,546.74CNY

  • Detail
  • Sigma

  • (C9213)  Chitinfromshrimpshells  practical grade, coarse flakes

  • 1398-61-4

  • C9213-1KG

  • 2,664.09CNY

  • Detail
  • Sigma

  • (C7170)  Chitinfromshrimpshells  practical grade, powder

  • 1398-61-4

  • C7170-100G

  • 941.85CNY

  • Detail
  • Sigma

  • (C7170)  Chitinfromshrimpshells  practical grade, powder

  • 1398-61-4

  • C7170-1KG

  • 6,528.60CNY

  • Detail
  • Sigma

  • (C9752)  Chitinfromshrimpshells  BioReagent, suitable for analysis of chitinase, purified powder

  • 1398-61-4

  • C9752-250MG

  • 489.06CNY

  • Detail
  • Sigma

  • (C9752)  Chitinfromshrimpshells  BioReagent, suitable for analysis of chitinase, purified powder

  • 1398-61-4

  • C9752-1G

  • 1,030.77CNY

  • Detail
  • Sigma

  • (C9752)  Chitinfromshrimpshells  BioReagent, suitable for analysis of chitinase, purified powder

  • 1398-61-4

  • C9752-5G

  • 3,556.80CNY

  • Detail
  • Vetec

  • (V900332)  Chitinfromshrimpshells  Vetec reagent grade

  • 1398-61-4

  • V900332-100G

  • 79.56CNY

  • Detail
  • Vetec

  • (V900332)  Chitinfromshrimpshells  Vetec reagent grade

  • 1398-61-4

  • V900332-500G

  • 355.68CNY

  • Detail

1398-61-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name chitin

1.2 Other means of identification

Product number -
Other names CHITOSAN 10

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:1398-61-4 SDS

1398-61-4Synthetic route

chitin

chitin

soluble chitosan

soluble chitosan

Conditions
ConditionsYield
With sodium hydroxide In water at 20℃; for 0.0166667h; Industry scale; Heating / reflux; Continuous processing;94%
chitin

chitin

chitosan

chitosan

Conditions
ConditionsYield
With sodium hydroxide at 60℃; for 72h;92.6%
With sodium hydroxide at 121℃; under 775.722 Torr; for 0.0833333h; Product distribution; Further Variations:; Temperatures; NaOH concentration; Deacetylation;
With sodium hydroxide at 110℃; for 4h;
phenyl isocyanate
103-71-9

phenyl isocyanate

chitin

chitin

3,6-bis(phenylcarbamate)-chitin

3,6-bis(phenylcarbamate)-chitin

Conditions
ConditionsYield
With lithium chloride In N,N-dimethyl acetamide at 80℃; for 24h; Addition;88%
3,4-dichlorophenyl isocyanate
34893-92-0

3,4-dichlorophenyl isocyanate

chitin

chitin

3,6-bis(3,5-dichlorophenylcarbamate)-chitin

3,6-bis(3,5-dichlorophenylcarbamate)-chitin

Conditions
ConditionsYield
With lithium chloride In N,N-dimethyl acetamide at 80℃; for 24h; Addition;88%
3,5-dimethylphenyl isocyanate
54132-75-1

3,5-dimethylphenyl isocyanate

chitin

chitin

3,6-bis(3,5-dimethylphenylcarbamate)-chitin

3,6-bis(3,5-dimethylphenylcarbamate)-chitin

Conditions
ConditionsYield
With lithium chloride In N,N-dimethyl acetamide at 80℃; for 24h; Addition;88%
chitin

chitin

N,N’-diacetylchitobiose
35061-50-8

N,N’-diacetylchitobiose

Conditions
ConditionsYield
Stage #1: chitin With hydrogenchloride In water at 20℃;
Stage #2: With recombinant chitinase A from Serratia marcescens; sodium acetate at 37℃; for 240h; pH=5.7; aq. buffer; Enzymatic reaction;
80%
chitin

chitin

Hexamethylene diisocyanate
822-06-0

Hexamethylene diisocyanate

isocyanate-functionalized chitin

isocyanate-functionalized chitin

Conditions
ConditionsYield
With triethylamine In toluene at 20℃; for 24h; Inert atmosphere;70%
chitin

chitin

levulinic acid
123-76-2

levulinic acid

Conditions
ConditionsYield
With [1-(3-sulfonic acid)]propyl-3-methylimidazolium hydrogen sulfate; water at 180℃; for 5h; Reagent/catalyst; Temperature; Autoclave;67%
With water; C18H32N4O6S2(2+)*2Br(1-) at 180℃; for 3h; Reagent/catalyst; Time;58.3%
With hydrogenchloride In water at 190℃; for 0.5h; Reagent/catalyst; Microwave irradiation;
chitin

chitin

N-acetyl-D-glucosamine
14131-68-1

N-acetyl-D-glucosamine

Conditions
ConditionsYield
Stage #1: chitin With phosphoric acid at 20℃; for 12h;
Stage #2: With Trichoderma viride AGCC-M41 chitinase at 42.5℃; for 48h; pH=4;
65.4%
Stage #1: chitin With sulfuric acid In water at 53.84℃; for 6h; Milling;
Stage #2: With sulfuric acid; hydrogen In water at 179.84℃; under 30003 Torr; pH=2; Catalytic behavior; Reagent/catalyst; Autoclave;
49%
With Serratia proteamaculans chitinase D In aq. phosphate buffer at 40℃; for 1h; pH=8; Kinetics; Reagent/catalyst; Enzymatic reaction;
Conditions
ConditionsYield
With hydrogenchloride; water at 60 - 100℃; for 2.5 - 3h; Product distribution / selectivity;60%
With β-N-acetylhexosaminidase (E.C. 3.2.1.52) from Zobellia galactanivorans; deacetylase from Cyclobacterium marinum DSM 745 In aq. buffer at 37℃; pH=8;
chitin

chitin

2-acetylamino-2-deoxy-D-glucitol
4271-28-7

2-acetylamino-2-deoxy-D-glucitol

Conditions
ConditionsYield
Stage #1: chitin With sulfuric acid In water at 53.84℃; for 6h; Milling;
Stage #2: With sulfuric acid In water at 174.84℃; pH=2; Autoclave;
Stage #3: In water at 119.84℃; under 30003 Torr; for 2h; pH=3; Catalytic behavior; Kinetics; Reagent/catalyst; pH-value; Temperature; Autoclave;
52%
chitin

chitin

A

meso-erythritol
909878-64-4

meso-erythritol

B

2-acetylaminoethanol
142-26-7

2-acetylaminoethanol

Conditions
ConditionsYield
Stage #1: chitin With sulfuric acid In water at 53.84℃; for 6h; Milling;
Stage #2: With sulfuric acid In water at 174.84℃; pH=2; Autoclave;
Stage #3: In water at 119.84℃; under 30003 Torr; for 2h; pH=3; Autoclave;
A 16%
B 31%
chitin

chitin

A

N-acetyl-D-glucosamine
14131-68-1

N-acetyl-D-glucosamine

B

O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-(1->4)-O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-(1->4)-2-acetamido-2-deoxy-D-glucopyranose
13319-32-9

O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-(1->4)-O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-(1->4)-2-acetamido-2-deoxy-D-glucopyranose

Conditions
ConditionsYield
With sulfuric acid In water at 53.84℃; for 6h; Catalytic behavior; Reagent/catalyst; Milling;A 19%
B 29%
C 26%
chitin

chitin

N-(5-acetylfuran-3-yl)acetamide
95598-28-0

N-(5-acetylfuran-3-yl)acetamide

Conditions
ConditionsYield
Stage #1: chitin for 4h; Milling;
Stage #2: With hydrogenchloride; boric acid In water at 180℃; for 1h; Temperature; Solvent; Sealed tube; Ionic liquid;
20%
With hydrogenchloride; boric acid In water at 180℃; for 1h; Solvent; Reagent/catalyst; Ionic liquid;
chitin

chitin

A

N-acetyl-D-glucosamine
14131-68-1

N-acetyl-D-glucosamine

B

2-acetylamino-2-deoxy-D-glucitol
4271-28-7

2-acetylamino-2-deoxy-D-glucitol

Conditions
ConditionsYield
Stage #1: chitin With sulfuric acid In water at 53.84℃; for 6h; Milling;
Stage #2: With 5% ruthenium on zirconium oxide; sulfuric acid; hydrogen In water at 179.84℃; under 30003 Torr; pH=2; Autoclave;
A 15%
B 19%
acetic anhydride
108-24-7

acetic anhydride

chitin

chitin

chitobiose octaacetate
7284-18-6

chitobiose octaacetate

Conditions
ConditionsYield
With sulfuric acid at 55℃; for 6h;11.5%
With sulfuric acid at 55℃; for 6h; Sonication;6.1%
acetic anhydride
108-24-7

acetic anhydride

chitin

chitin

2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl-(1→4)-2-acetamido-1,3,6-tri-O-acetyl-2-deoxy-α-D-glucopyranoside

2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl-(1→4)-2-acetamido-1,3,6-tri-O-acetyl-2-deoxy-α-D-glucopyranoside

Conditions
ConditionsYield
With sulfuric acid at 20 - 55℃; for 4h;5.6%
chitin

chitin

β-chitin whiskers, Mw = 35 000 g/mol

β-chitin whiskers, Mw = 35 000 g/mol

Conditions
ConditionsYield
With hydrogenchloride for 1.5h; Heating;0.22%
chitin

chitin

2-amino-2-deoxy-(1->4)-β-D-glucopyranan

2-amino-2-deoxy-(1->4)-β-D-glucopyranan

Conditions
ConditionsYield
With sodium hydroxide; sodium tetrahydroborate In water at 110℃; for 5h;
acetic anhydride
108-24-7

acetic anhydride

chitin

chitin

A

chitobiose octaacetate
117467-63-7

chitobiose octaacetate

B

chitobiose octaacetate
7284-18-6

chitobiose octaacetate

Conditions
ConditionsYield
Stage #1: chitin With hydrogenchloride for 1.5h; sonication;
Stage #2: With disodium hydrogenphosphate; Streptomyces griseus chitinase at 37℃; for 360h; pH=6.4;
Stage #3: acetic anhydride With sodium acetate at 80℃; for 48h;
A n/a
B 610 mg
chitin

chitin

N,N'-diacetylchitobiosamine
102039-77-0

N,N'-diacetylchitobiosamine

Conditions
ConditionsYield
Stage #1: chitin With hydrogenchloride for 1.5h; sonication;
Stage #2: With disodium hydrogenphosphate; Streptomyces griseus chitinase at 37℃; for 360h; pH=6.4;
Stage #3: With ammonium carbamate In methanol at 37℃; for 16h;
260 mg
chitin

chitin

chitosan, degree of deacetylation 68.0 percent

chitosan, degree of deacetylation 68.0 percent

Conditions
ConditionsYield
With sodium hydroxide at 95℃; for 0.5h;
chitin

chitin

chitosan, degree of deacetylation 80.6 %

chitosan, degree of deacetylation 80.6 %

Conditions
ConditionsYield
With sodium hydroxide at 120℃; for 0.5h;
chitin

chitin

chitosan, degree of deacetylation 87.8 %

chitosan, degree of deacetylation 87.8 %

Conditions
ConditionsYield
With sodium hydroxide at 120℃; for 1h;
chitin

chitin

chitosan, degree of deacetylation 70.0 %

chitosan, degree of deacetylation 70.0 %

Conditions
ConditionsYield
With sodium hydroxide at 80℃; for 0.166667h;
chitin

chitin

chitosan, degree of deacetylation 71.3 %

chitosan, degree of deacetylation 71.3 %

Conditions
ConditionsYield
With sodium hydroxide at 80℃; for 0.5h;

1398-61-4Upstream product

1398-61-4Related news

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Chitin is the second abundant polysaccharide after cellulose, and has been demonstrated to possess various applications in the fields of the biomaterials, water treatment, etc. Here, mechanically strong chitin films were successfully fabricated from chitin solution in NaOH/urea aqueous system wi...detailed

Non-catalytic conversion of Chitin (cas 1398-61-4) into Chromogen I in high-temperature water09/09/2019

The non-catalytic conversion of chitin into N-acetyl-ᴅ-glucosamine (GlcNAc) derivatives such as 2-acetamido-2,3-dideoxy-ᴅ-erythro-hex-2-enofuranose (Chromogen I) was investigated in high-temperature water at 290–390 °C and 25 MPa with a reaction time of 0–180 min. High-temperature water treat...detailed

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Chitins obtained by fermentation of shrimp wastes using Lactobacillus brevis with and without further inoculations with Rhizopus oligosporus resulted in higher molecular weight than the commercial biopolymer. After grinding in acidic conditions, the attained chitins were fully fibrillated by a m...detailed

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Chitin is a simple β-linked repeating sugar polymer prominent in the building block structures of a wide variety of organisms, from the yeast cell wall to the exoskeleton and shells of arthropods and other forms of invertebrate life. It had previously been assumed that vertebrates did not conta...detailed

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Most fungi have multiple chitin synthases (CSs) that may make chitin at different sites on the cell surface, at different times during growth, and in response to cell wall stress. The structure-based model for CS function is for transfer of GlcNAc from UDP-GlcNAc at the cytoplasmic face of the p...detailed

Comparison of the physicochemical and structural characteristics of enzymatic produced Chitin (cas 1398-61-4) and commercial Chitin (cas 1398-61-4)09/02/2019

White shrimp (Litopenaeus vannamei) waste is a good source of chitin. However, the chemical chitin extraction generates a large amount of environmental-pollution and increases partial deacetylation of chitin. Therefore, the use of biological extraction is an interesting alternative. This study a...detailed

1398-61-4Relevant articles and documents

Resolution of stereoisomers of aliphatic epoxides

-

, (2008/06/13)

A method of resolving a mixture of stereoisomers of an aliphatic epoxide containing two or less oxygen atoms is provided. The method comprises utilizing a polysaccharide or a derivative thereof as a resolving agent.

X-ray contrast compositions containing a barium salt and film-forming materials

-

, (2008/06/13)

Disclosed are x-ray contrast compositions for oral or retrograde examination of the gastrointestinal tract comprising a polymeric material capable of forming a coating on the gastrointestinal tract and a barium salt in a pharmaceutically acceptable carrier; and methods for their use in diagnostic radiology of the gastrointestinal tract.

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