Glycyl-L-arginine

Base Information

• Chemical Name: Glycyl-L-arginine
• CAS No.: 18635-55-7
• Molecular Formula: C₈H₁₇N₅O₃
• Molecular Weight: 231.255
• UNII: P56Q695EWK
• DSSTox Substance ID: DTXSID801316438
• Nikkaji Number: J1.481.855C
• Wikidata: Q27144186
• Metabolomics Workbench ID: 78797
• ChEMBL ID: CHEMBL96806
• Mol file: 18635-55-7.mol

Synonyms:Glycyl-L-arginine;18635-55-7;H-Gly-Arg-OH;L-Arginine, glycyl-;glycylarginine;Glycyl-Arginine;P56Q695EWK;Gly-Arg;NSC-334212;UNII-P56Q695EWK;CHEMBL96806;CHEBI:73860;(2S)-2-((2-Aminoacetyl)amino)-5-(diaminomethylideneamino)pentanoic acid;(2S)-2-[(2-aminoacetyl)amino]-5-(diaminomethylideneamino)pentanoic acid;Glycinyl-L-arginine;Gly-Arg-OH;Gly-L-Arg;H-Gly-Arg;SCHEMBL187696;JLXVRFDTDUGQEE-YFKPBYRVSA-N;DTXSID801316438;BDBM50407457;MFCD00190918;(S)-2-(2-Aminoacetamido)-5-guanidinopentanoic acid;Q27144186;(2S)-2-(2-AMINOACETAMIDO)-5-CARBAMIMIDAMIDOPENTANOIC ACID

Chemical Property of Glycyl-L-arginine

Chemical Property:

• Refractive Index: 1.62
• PSA: 154.32000
• Density: 1.51 g/cm³
• LogP: 0.05990
• Storage Temp.: -15°C
• XLogP3: -4.9
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 7
• Exact Mass: 231.13313942
• Heavy Atom Count: 16
• Complexity: 275

Purity/Quality:

99% ^*data from raw suppliers

Glycyl-L-arginine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(CC(C(=O)O)NC(=O)CN)CN=C(N)N
• Isomeric SMILES: C(C[C@@H](C(=O)O)NC(=O)CN)CN=C(N)N

Technology Process of Glycyl-L-arginine

There total 8 articles about Glycyl-L-arginine 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:

Gly-Arg-AMC → Nα-glycyl-D-arginine (18635-55-7,88263-47-2)

Guidance literature:

With ethylenediaminetetraacetic acid; dipeptydyl-peptidase DPP₃; sodium phosphate; sodium chloride; In water; at 37 ℃; for 0.5h; pH=7.0; Reagent/catalyst; Catalytic behavior; Enzymatic reaction;

DOI:10.1074/jbc.M113.527333

Reference yield:

L-arginine (74-79-3,25212-18-4) → Nα-glycyl-D-arginine (18635-55-7,88263-47-2)

Guidance literature:

Multi-step reaction with 3 steps

1: HNO₃

2: diethyl ether; aqueous NaOH / unter Kuehlung

3: palladium; aqueous HCl; acetic acid / Durch Hydrolyse

With hydrogenchloride; sodium hydroxide; diethyl ether; nitric acid; palladium; acetic acid;

Reference yield:

Nα-(N-benzyloxycarbonyl-glycyl)-L-arginine (29971-11-7) → Nα-glycyl-D-arginine (18635-55-7,88263-47-2)

Guidance literature:

With hydrogen; palladium on activated charcoal;

upstream raw materials:

Z-glycyl-N^G-nitro-L-arginine

N^α-(N-benzyloxycarbonyl-glycyl)-L-arginine

hydrogenchloride

acetic acid

Downstream raw materials:

L-arginine

glycine

Refernces

• 1、 Cerovsky, Vaclav,Slaninova, Jirina,Fucik, Vladimir,Monincova, Lenka,Bednarova, Lucie,Malon, Petr,Stokrova, Jitka. "Lucifensin, a Novel Insect Defensin of Medicinal Maggots: Synthesis and Structural Study". experimental part. p. 1352 - 1361. Retrieved 2012/05/31.