Cys-Gly

Base Information

• Chemical Name: Cys-Gly
• CAS No.: 19246-18-5
• Molecular Formula: C5H10 N2 O3 S
• Molecular Weight: 178.212
• Hs Code.: 2930909090
• European Community (EC) Number: 633-715-7
• Mol file: 19246-18-5.mol

Synonyms:Cys-Gly;cysteinyl-glycine;cysteinylglycine

Chemical Property of Cys-Gly

Chemical Property:

• Vapor Pressure: 1.06E-09mmHg at 25°C
• Boiling Point: 459oC at 760 mmHg
• PKA: 3.02±0.10(Predicted)
• Flash Point: 231.4oC
• PSA: 131.22000
• Density: 1.373g/cm3
• LogP: -0.46450
• Storage Temp.: −20°C
• Solubility.: DMSO (Slightly), Methanol (Slightly), Water (Slightly)
• XLogP3: -3.1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 178.04121336
• Heavy Atom Count: 11
• Complexity: 156

Purity/Quality:

98%,99%, ^*data from raw suppliers

L-Cysteinylglycine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C(C(C(=O)NCC(=O)[O-])[NH3+])S
• Isomeric SMILES: C([C@@H](C(=O)NCC(=O)[O-])[NH3+])S
• Uses: Cys-Gly has been used for derivatization by p-hydroxymercury benzoate (PHMB) for calibration of reversed phase chromatography coupled on-line and sequentially with a UV?visible diode array detector (RPLC-DAD).

Technology Process of Cys-Gly

There total 14 articles about Cys-Gly which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

Boc-Cys(StBu)-Gly-OtBu → cysteinylglycine (19246-18-5)

Guidance literature:

With triethylsilane; trifluoroacetic acid; In dichloromethane; for 1.5h; Ambient temperature;

DOI:10.1016/S0040-4039(00)79116-7

Reference yield: 67.0%

N-tert-butoxycarbonyl-S-(3,4-dimethylbenzyl)-L-cysteinylglycine (166036-87-9) → cysteinylglycine (19246-18-5)

Guidance literature:

With hydrogen fluoride; In methoxybenzene; at -10 - 20 ℃;

DOI:10.1021/tx00048a010

Reference yield:

GLUTATHIONE (70-18-8) → L-glutamic acid (56-86-0,21675-62-7,23009-64-5,25104-13-6,84960-48-5,25513-46-6) + cysteinylglycine (19246-18-5)

Guidance literature:

With recombinant Pseudomonas nitroreducens IFO12694 γ-glutamyltranspeptidase; at 30 ℃; for 0.0333333h; pH=10.5; aq. buffer; Enzymatic reaction;

DOI:10.1271/bbb.100199

upstream raw materials:

GLUTATHIONE

N-((R)-3-formyl-2,2-dimethyl-thiazolidine-4-carbonyl)-glycine

Z-L-Cys(Bzl)-Gly-OBzl

N-tert-butoxycarbonyl-S-(3,4-dimethylbenzyl)-L-cysteinylglycine

Downstream raw materials:

N-[N-(N-benzyloxycarbonyl-Ξ-γ-glutamyl)-L-cysteinyl]-glycine

L-cystinyl-bis-glycine

(6E,8E,10E)-(S)-5-Hydroxy-11-(1-methoxy-4-pentyl-cyclohexyl)-undeca-6,8,10-trienoic acid methyl ester

7Z,9E,11E,14Z-LTD₄ methyl ester

Refernces

Synthesis of leukotriene analogs

10.1002/ardp.19843170714

The research focuses on the synthesis of leukotriene analogs, which are biologically active compounds derived from polyunsaturated fatty acids, particularly relevant to immediate hypersensitivity reactions and inflammation. The purpose of this study was to develop a simple chemical synthesis method for C-15 and C-17 leukotriene analogs, acting as partial agonists/antagonists of slow reacting substance of anaphylaxis (SRS-A). The synthesis began with the epoxide 15 and involved reactions with formylmethylenetriphenylphosphorane and hexyltriphenylphosphorane, among other reagents, to produce the desired leukotriene analogs. The final products, C-17 LTA,methyl ester 3 and C-15 LTA,methyl ester 4, were purified and further reacted with glutathione, cysteinylglycine, and cysteine to yield peptide conjugates.