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D-Lysine Methyl Ester Dihydrochloride is a protected form of D-Lysine, which is the unnatural isomer of L-Lysine. It has the ability to reduce non-enzymatic glycation in vitro and exists as polypeptide chains of poly-D-lysine, a nonspecific adhesion-promoting molecule with potential as a polymeric drug carrier.

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  • 67396-08-1 Structure
  • Basic information

    1. Product Name: D-LYSINE METHYL ESTER DIHYDROCHLORIDE
    2. Synonyms: (R)-Methyl 2,6-diaminohexanoate dihydrochloride;D-Lys-OMe 2HCl;methyl (2R)-2,6-diaminohexanoate dihydrochloride;D-Lysine Methyl Ester Dihydrochloride
    3. CAS NO:67396-08-1
    4. Molecular Formula: C7H17N2O2*Cl
    5. Molecular Weight: 0
    6. EINECS: N/A
    7. Product Categories: Amino Acid Methyl Esters;Amino Acids;Amino Acids (C-Protected);Biochemistry
    8. Mol File: 67396-08-1.mol
  • Chemical Properties

    1. Melting Point: 205 °C
    2. Boiling Point: N/A
    3. Flash Point: N/A
    4. Appearance: /
    5. Density: N/A
    6. Refractive Index: -17 ° (C=5, H2O)
    7. Storage Temp.: Inert atmosphere,Room Temperature
    8. Solubility: N/A
    9. Water Solubility: Soluble in water
    10. CAS DataBase Reference: D-LYSINE METHYL ESTER DIHYDROCHLORIDE(CAS DataBase Reference)
    11. NIST Chemistry Reference: D-LYSINE METHYL ESTER DIHYDROCHLORIDE(67396-08-1)
    12. EPA Substance Registry System: D-LYSINE METHYL ESTER DIHYDROCHLORIDE(67396-08-1)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 67396-08-1(Hazardous Substances Data)

67396-08-1 Usage

Uses

Used in Pharmaceutical Industry:
D-Lysine Methyl Ester Dihydrochloride is used as a protected form of D-Lysine for its ability to reduce non-enzymatic glycation in vitro, making it a potential candidate for the development of pharmaceuticals targeting glycation-related diseases.
Used in Drug Delivery Systems:
D-Lysine Methyl Ester Dihydrochloride is used as a polymeric drug carrier due to its existence as polypeptide chains of poly-D-lysine, a nonspecific adhesion-promoting molecule. This property allows it to be utilized in the development of drug delivery systems that can enhance the efficacy and targeted delivery of therapeutic agents.

Check Digit Verification of cas no

The CAS Registry Mumber 67396-08-1 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 6,7,3,9 and 6 respectively; the second part has 2 digits, 0 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 67396-08:
(7*6)+(6*7)+(5*3)+(4*9)+(3*6)+(2*0)+(1*8)=161
161 % 10 = 1
So 67396-08-1 is a valid CAS Registry Number.
InChI:InChI=1/C7H16N2O2.2ClH/c1-11-7(10)6(9)4-2-3-5-8;;/h6H,2-5,8-9H2,1H3;2*1H/t6-;;/m1../s1

67396-08-1 Well-known Company Product Price

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  • TCI America

  • (L0201)  D-Lysine Methyl Ester Dihydrochloride  >98.0%(N)(T)

  • 67396-08-1

  • 5g

  • 760.00CNY

  • Detail
  • TCI America

  • (L0201)  D-Lysine Methyl Ester Dihydrochloride  >98.0%(N)(T)

  • 67396-08-1

  • 25g

  • 1,890.00CNY

  • Detail

67396-08-1SDS

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 <small>D</small>-Lysine Methyl Ester Dihydrochloride

1.2 Other means of identification

Product number -
Other names methyl (2R)-2,6-diaminohexanoate,dihydrochloride

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:67396-08-1 SDS

67396-08-1Downstream Products

67396-08-1Relevant articles and documents

Synthesis, characterization and topical application of novel bifunctional peptide metallodendrimer

Pandya, Anjali,Patravale, Vandana,Pukale, Sudeep

, (2021/10/30)

Present research work focuses on the synthesis of lower generation bifunctional peptide metallodendrimer followed by its characterization using IR, Mass and NMR (1H and 13C) and finally exploring it for treating acne and wounds. Metallodendrimer was formulated into Tamarind Seed Polysaccharide (TSP) based hydrogel at 7% w/w concentration and analyzed for its properties of spreadability and bioadhesion. Testing of in-vitro antibacterial activity, sterility, in-vivo wound healing efficacy and stability studies followed the formulation development stage. The explored peptide metallodendrimer is a complex of second generation lysine dendrimers and zinc, exhibiting antibacterial activity against Propionibacterium acne, Staphylococcus epidermidis, Staphylococcus aureus, Escherichia coli and Pseudomonas aeruginosa. In-vivo wound healing studies in comparison with marketed product indicated significant performance by metallodendrimer with respect to percent re-epithelization and wound contracture. The results were supported by concurrent improvement in various histopathological parameters such as cellularity, granulation, epithelization, vascular density, collagen staining intensity with less number of average mast cells and absence of scar formation. A bifunctional peptide metallodendrimer based platform technology was fabricated and duly evaluated for potential activities.

Understanding the binding properties of phosphorylated glycoluril-derived molecular tweezers and selective nanomolar binding of natural polyamines in aqueous solution

Heilmann, Michael,Knezevic, Melina,Piccini, Giovannimaria,Tiefenbacher, Konrad

supporting information, p. 3628 - 3633 (2021/05/04)

A modular synthetic platform for the construction of flexible glycoluril-derived molecular tweezers was developed. The binding properties of four exemplary supramolecular hosts obtained via this approach towards 16 organic amines were investigated by means of 1H NMR titration. In this work, we compare the Ka values obtained this way with those of three structurally related molecular tweezers and provide a computational approach towards an explanation of the observed behavior of those novel hosts. The results showcase that certain structural modifications lead to very potent and selective binders of natural polyamines, with observed binding of spermine below 10 nM. This journal is

Supramolecular self-assembly of chiral polyimides driven by repeat units and end groups

Yan, Jijun,Kang, Chuanqing,Bian, Zheng,Jin, Rizhe,Ma, Xiaoye,Gao, Lianxun

supporting information, p. 14723 - 14729 (2017/11/28)

Pyromellitic diimides (PMDIs) are effective building blocks for the construction of supramolecular systems but are infrequently used in comparison with other electron-deficient aromatic systems. We report PMDI-based chiral polyimides that form polymeric supramolecular systems with unique self-assembly features that show time-dependent spectroscopic behaviour. Extensive investigations revealed the driving forces for the self-assembly of the polyimides. One is the complementary aromatic π-π stacking between electron-accepting PMDI and electron-donating phenyl ring in the polymer backbones, and another is the hydrogen bonding interactions of the end groups. The self-assembly is readily disrupted by guest molecules with strong associations with the PMDI and the end groups. The introduction of flexible arylether diimides into the PMDI-based copolymer backbones and the sequence of PMDIs and arylether diimides in the copolymer backbones significantly influence the self-assembly of the polyimides. The results elucidate the mechanisms of polymeric self-assembly of chiral polyimides, providing important information for the development of materials based on polymeric supramolecular systems with properties and functions regulated by composition, sequence and end groups.

Novel chiral derivatizing agents for 1H NMR determination of enantiomeric purities of carboxylic acids

Wada, Koji,Goto, Mizuko,Yamashita, Hiroshi,Nagasawa, Kazuo

, p. 964 - 978 (2017/06/13)

(S)-4-(3-Aminopyrrolidin-1-yl)coumarin (1), (S)-4-(3-aminopiperidin-1-yl)coumarin (4), and (S)-4-(3-aminoazepan-1-yl)coumarin (7), prepared from 4-chlorocoumarin and (S)-pyrrolidin-3-amine, (S)-piperidin-3-amine, and (S)-azepan-3-amine, respectively, were proven to be versatile and reliable 1H NMR optical purity determination agents for chiral carboxylic acids.

NOVEL DRUG DELIVERY CONJUGATED MOIETY FOR ORAL ADMINISTRATION OF DRUG UNSUITABLE FOR ORAL ADMINISTRATION AND PREPARATION METHOD THEREOF

-

Paragraph 70; 71; 72; 73, (2017/02/09)

The present invention provides a novel drug delivery conjugated moiety for oral administration of a drug that is not suitable for oral administration or a pharmaceutically acceptable salt thereof. When the drug delivery conjugated moiety of the present invention or a pharmaceutically acceptable salt thereof is combined with a drug, which is not suitable for oral administration, and is administered orally, it exhibits an excellent absorption rate without decreasing the biological activities of the drug. Moreover, the drug delivery conjugated moiety of the present invention or a pharmaceutically acceptable salt thereof can be easily prepared in a few steps, which is very advantageous in terms of mass production.

Radical arylation of tyrosine residues in peptides

Fehler, Stefanie K.,Pratsch, Gerald,?streicher, Christiane,Fürst, Michael C.D.,Pischetsrieder, Monika,Heinrich, Markus R.

supporting information, p. 7888 - 7893 (2016/11/17)

The radical arylation of the phenolic side chain of tyrosine in peptides was investigated. Aryl radicals were generated from aryldiazonium salts using titanium(III) chloride as stoichiometric reductant. Due to the high selectivity with which 3-aryltyrosine derivatives were formed, this reaction type represents a new strategy for the direct functionalization of peptides.

Novel aminopeptidase N inhibitors with improved antitumor activities

Wang, Qiang,Shi, Qiao,Huang, Lu

, p. 98 - 106 (2015/11/17)

A series of aminopeptidase N (APN) inhibitors were designed and synthesized. Enzyme inhibitory, docking and antiproliferative studies were performed to evaluate the derived molecules. Molecule D15, with IC50 values of 10.9 μM, showed the best performance in the APN enzymatic inhibition assay. The binding pattern of molecule D9 and D15 in the active site of APN was predicted by docking studies. Hydrophobic and H-bond interactions were discovered to make key roles in the ligand-receptor bindings. Compared with the previous C7, several molecules such as D9, D14 and D15, exhibited significantly improved activities in inhibiting the growth of HL-60, ES-2, A549 and PLC cell lines.

A simple synthesis of 6-hydroxynorleucine based on the rearrangement of an N-nitrosodichloroacetamide

McCarthy, Blaine G.,Macarthur, Nicholas S.,Jakobsche, Charles E.

supporting information, p. 502 - 504 (2016/01/12)

6-Hydroxynorleucine is a versatile chemical intermediate that has found broad use in target-oriented syntheses of numerous biologically active molecules. Despite its widespread use, and despite the various strategies that have been reported for its prepar

Synthesis and properties of bis-porphyrin molecular tweezers: Effects of spacer flexibility on binding and supramolecular chirogenesis

Blom, Magnus,Norrehed, Sara,Andersson, Claes-Henrik,Huang, Hao,Light, Mark E.,Bergquist, Jonas,Grennberg, Helena,Gogoll, Adolf

supporting information, (2016/02/05)

Ditopic binding of various dinitrogen compounds to three bisporphyrin molecular tweezers with spacers of varying conformational rigidity, incorporating the planar enediyne (1), the helical stiff stilbene (2), or the semi-rigid glycoluril motif fused to the porphyrins (3), are compared. Binding constants Ka = 104-106 M-1 reveal subtle differences between these tweezers, that are discussed in terms of porphyrin dislocation modes. Exciton coupled circular dichroism (ECCD) of complexes with chiral dinitrogen guests provides experimental evidence for the conformational properties of the tweezers. The results are further supported and rationalized by conformational analysis.

Amino acid ester bromination salt chiral ionic liquid and its preparation method

-

Paragraph 0046-0049; 0056, (2018/02/04)

The invention discloses amino-acid ester bromide type chiral ionic liquid and a preparation method thereof. The general formula of the amino-acid ester bromide type chiral ionic liquid is ABr, wherein A is an amino-acid ester positive ion. The preparation method comprises the following steps: performing reaction on amino acid, methyl alcohol and thionyl chloride under low temperature to obtain amino-acid ester hydrochloride; performing mannich reaction on amino-acid ester hydrochloride, paraformaldehyde and acetone to obtain amino-acid ester mannich base; performing reaction on amino-acid ester mannich base and bromo-hydrocarbon to obtain the amino-acid ester chiral ionic liquid. The chiral amino-acid ester ionic liquid prepared through the preparation method disclosed by the invention has the advantages of high selectivity and chiral induction effect of a chiral substance, and non-volatilization, non-toxicity and no pollution of ionic liquid and is suitable for scale production of the fine chemical industry.

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