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96-27-5

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96-27-5 Usage

Description

1-Thioglycerol is a reagent used in fluorescence, spectroscopy, and microbiology techniques. Varying the concentration of 1-thioglycerol in the preparation of CdSe/CdS core-shell ultrasmall quantum dots (CS-USQDs) allows a precise way to control the size of the shell, with shell size increasing with increased concentration. It is used as a capping agent in the synthesis of nanocrystals analyzed via Raman and UV/Vis spectroscopy. Biologically, 1-thioglycerol stimulates porphyrin synthesis and increases glutamyl-tRNA reductase activity in E. coli grown in an aerobic environment. It was previously a component in hair permanents used to produce waves or curls.

Chemical Properties

Different sources of media describe the Chemical Properties of 96-27-5 differently. You can refer to the following data:
1. clear colorless to yellowish viscous solution
2. Monothioglycerol occurs as a colorless or pale-yellow colored, viscous, hygroscopic liquid with a slight odor of sulfide.

Uses

Different sources of media describe the Uses of 96-27-5 differently. You can refer to the following data:
1. 3-Mercapto-1,2-propanediol has been used in a study to assess the manipulation of aqueous growth of CdTe nanocrystals. It has also been used in a study that investigated the effect of surface attachment on ligand binding
2. 3-Mercapto-1,2-propanediol can be used as antioxidant preservative; reagent in analytical chemistry, cell culture research. Matrix substrate in fast atom bombardment mass spectrometry.
3. It generally used as a size-regulating capping agent for nanocrystals. 1-Thioglycerol is also used in bacteriology experiments to induce the synthesis of porphyrin compounds in aerobically growing Escherichia coli. Also used to study the pH-sensitive photoluminescence of aqueous thiol-capped CdTe nanocrystals. 1-Thioglycerol is used to develop and test thiol functionalized copolymers. 1-Thioglycerol is used as a post-modification agent in the generation of non-standard peptide foldamers.Potential substitute for 2-mercaptoethanol, probe for the study of lymphocyte activation.

Definition

ChEBI: A thiol that is glycerol in which one of the primary hydroxy groups is replaced by a thiol group.

Production Methods

Monothioglycerol is prepared by heating an ethanolic solution of 3- chloro-1,2-propanediol with potassium bisulfide.

General Description

1-Thioglycerol stimulates the synthesis of porphyrin in aerobically growing Escherichia coli. It is an inhibitor of glycerol kinase activity in vitro and in situ.

Pharmaceutical Applications

Monothioglycerol is used as an antioxidant in pharmaceutical formulations, mainly in parenteral preparations.Monothioglycerol is reported to have some antimicrobial activity.It is also widely used in cosmetic formulations such as depilating agents. Therapeutically, monothioglycerol has been used in a 0.02% w/w aqueous solution to stimulate wound healing, and as a 0.1% w/w jelly in atrophic rhinitis.

Safety Profile

Poison by intraperitoneal and intravenous routes. Experimental reproductive effects. Mutation data reported. Flammable when exposed to heat or flame; can react with oxidizing materials. When heated to decomposition it emits hghly toxic fumes of SOx.

Safety

Monothioglycerol is generally regarded as a relatively nontoxic and nonirritant material at the concentrations used as a pharmaceutical excipient. It is used in topical and injectable preparations. Undiluted monothioglycerol is considered a poison by the IP and IV routes; it has also been reported to be mutagenic. LD50 (cat, IV): 0.22 g/kg LD50 (mouse, IP): 0.34 g/kg LD50 (rabbit, IV): 0.25 g/kg LD50 (rat, IP): 0.39 g/kg

storage

Monothioglycerol is unstable in alkaline solutions. Monothioglycerol should be stored in a well-closed container in a cool, dry place.

Incompatibilities

Monothioglycerol can react with oxidizing materials.

Regulatory Status

Included in the FDA Inactive Ingredients Database (IM, IV and other injections). Included in the Canadian List of Acceptable Nonmedicinal Ingredients.

Check Digit Verification of cas no

The CAS Registry Mumber 96-27-5 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 9 and 6 respectively; the second part has 2 digits, 2 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 96-27:
(4*9)+(3*6)+(2*2)+(1*7)=65
65 % 10 = 5
So 96-27-5 is a valid CAS Registry Number.
InChI:InChI=1/C3H8O2S/c4-1-3(5)2-6/h3-6H,1-2H2/t3-/m0/s1

96-27-5 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • Alfa Aesar

  • (A18948)  3-Mercapto-1,2-propanediol, 90+%   

  • 96-27-5

  • 50g

  • 365.0CNY

  • Detail
  • Alfa Aesar

  • (A18948)  3-Mercapto-1,2-propanediol, 90+%   

  • 96-27-5

  • 250g

  • 1482.0CNY

  • Detail

96-27-5SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name monothioglycerol

1.2 Other means of identification

Product number -
Other names 1,2-Propanediol, 3-mercapto-

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:96-27-5 SDS

96-27-5Relevant articles and documents

The Antimalarial Natural Product Salinipostin A Identifies Essential α/β Serine Hydrolases Involved in Lipid Metabolism in P. falciparum Parasites

Bogyo, Matthew,Boucher, Michael J.,Cieplak, Piotr,Fidock, David A.,Foe, Ian T.,Gn?dig, Nina F.,Kumpornsin, Krittikorn,Kurita, Kenji,Lee, Marcus C. S.,Linington, Roger G.,Long, Jonathan Z.,Mok, Sachel,Onguka, Ouma,Schulze, Christopher J.,Stokes, Barbara H.,Terrell, Stephanie M.,Uhlemann, Anne-Catrin,Weerapana, Eranthie,Yeo, Tomas,Yoo, Euna,Zhou, Yani

, p. 143 - 157 (2020/02/18)

Salinipostin A (Sal A) is a potent antiplasmodial marine natural product with an undefined mechanism of action. Using a Sal A-derived activity-based probe, we identify its targets in the Plasmodium falciparum parasite. All of the identified proteins contain α/β serine hydrolase domains and several are essential for parasite growth. One of the essential targets displays a high degree of homology to human monoacylglycerol lipase (MAGL) and is able to process lipid esters including a MAGL acylglyceride substrate. This Sal A target is inhibited by the anti-obesity drug Orlistat, which disrupts lipid metabolism. Resistance selections yielded parasites that showed only minor reductions in sensitivity and that acquired mutations in a PRELI domain-containing protein linked to drug resistance in Toxoplasma gondii. This inability to evolve efficient resistance mechanisms combined with the non-essentiality of human homologs makes the serine hydrolases identified here promising antimalarial targets. Using a probe analog of the antimalarial natural product Sal A, Yoo et al. identify its targets as multiple essential serine hydrolases, including a homolog of human monoacylglycerol lipase. Because parasites were unable to generate robust in vitro resistance to Sal A, these enzymes represent promising targets for antimalarial drugs.

Keratinocyte growth factor-2 formulations

-

, (2008/06/13)

The invention is directed to liquid and lyophilized forms of Keratinocyte Growth Factor-2 (KGF-2) and derivatives thereof. This invention further relates to the formulation of KGF-2 for therapeutic use, for example, to promote or accelerate wound healing.

Reaction of ascorbic acid with S-nitrosothiols: Clear evidence for two distinct reaction pathways

Holmes, Anthony J.,Williams, D. Lyn H.

, p. 1639 - 1644 (2007/10/03)

Ascorbate reacts with S-nitrosothiols generally, in the pH range 3-13 by way of two distinct pathways, (a) at low [ascorbate], typically below ~1 × 10-4 mol dm-3 which leads to the formation of NO and the disulfide, and (b) at higher [ascorbate] when the products are the thiol and NO. Reaction (a) is Cu2+-dependent, and is completely cut out in the presence of EDTA, whereas reaction (b) is totally independent of [Cu2+] and takes place readily whether EDTA is present or not. For S-nitrosoglutathione (GSNO) the two reactions can be made quite separate, although for some reactants the two reactions overlap. In reaction (a), ascorbate acts as a reducing agent, generating Cu+ from Cu2+, which in turn reacts with RSNO forming initially NO, Cu2+ and RS-. The latter can then play the role of reducing agent for Cu2+, leading to disulfide formation. Ascorbate will initiate reaction when the free thiolate has initially been reduced to a very low level by the synthesis of RSNO from a large excess of nitrous acid over the thiol. Reaction (b) is interpreted in terms of nucleophilic attack by ascorbate at the nitroso-nitrogen atom, leading to thiol and O-nitrosoascorbate which breaks up, by a free-radical pathway, to give dehydroascorbic acid and NO. A similar pathway is the accepted mechanism in the literature for the nitrosation of ascorbate by nitrous acid and alkyl nitrites. The rate constant for the Cu2+-independent pathway increases sharply with pH and analysis of the variation of the rate constant with pH identifies a reaction pathway via both the mono- and di-anion forms of ascorbate, with the latter being the more reactive. As expected the entropy of activation is large and negative. Some aspects of structure-reactivity trends are discussed.

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