Arginyl-Serine

Base Information

• Chemical Name: Arginyl-Serine
• CAS No.: 70921-62-9
• Molecular Formula: C9H19N5O4
• Molecular Weight: 321.33
• Hs Code.: 2925290090
• Nikkaji Number: J1.779.558I
• Wikidata: Q27144135
• Metabolomics Workbench ID: 78691
• Mol file: 70921-62-9.mol

Synonyms:Arginyl-Serine;Arg-Ser;L-arginyl-L-serine;arginylserine;(2S)-2-[[(2S)-2-amino-5-(diaminomethylideneamino)pentanoyl]amino]-3-hydroxypropanoic acid;RS dipeptide;R-S Dipeptide;L-Arg-L-Ser;Arginine Serine dipeptide;Arginine-Serine dipeptide;SCHEMBL6237668;CHEBI:73819;Q27144135

Chemical Property of Arginyl-Serine

Chemical Property:

• PKA: 2.95±0.10(Predicted)
• PSA: 211.85000
• Density: 1.56±0.1 g/cm3(Predicted)
• LogP: -0.48830
• Storage Temp.: -15°C
• XLogP3: -5.5
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 8
• Exact Mass: 261.14370410
• Heavy Atom Count: 18
• Complexity: 316

Purity/Quality:

98%Min ^*data from raw suppliers

H-Arg-Ser-OH acetate salt ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Arginyl-Serine

There total 4 articles about Arginyl-Serine 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: 85.0%

Nα,NG,NG-tribenzyloxycarbonylarginyl-(O-benzyl)serine (102249-13-8) → L-arginyl-L-serine (70921-62-9)

Guidance literature:

With ammonium formate; palladium on activated charcoal; In ethanol; for 1h; Product distribution; cyclohexene and Pd-black was used as well;

Reference yield:

Nα,Nδ,Nω-tris(benzyloxycarbonyl)-L-arginine (14611-34-8) → L-arginyl-L-serine (70921-62-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 66 percent / 1-hydroxybenzotriazole, Et₃N / dimethylformamide / 2 h / 18 °C

2: 85 percent / HCOONH₄ / Pd/C / ethanol / 1 h / cyclohexene and Pd-black was used as well

With ammonium formate; benzotriazol-1-ol; triethylamine; palladium on activated charcoal; In ethanol; N,N-dimethyl-formamide;

Reference yield:

L-serin (56-45-1,83245-15-2) + L-arginine (74-79-3,25212-18-4) → L-arginyl-L-serine (70921-62-9)

Guidance literature:

With magnesium sulfate heptahydrate; recombinant L-amino acid ligase RizA; adenosine 5'-triphosphate disodium salt; 2-amino-2-hydroxymethyl-1,3-propanediol; In water; at 30 ℃; for 18h; pH=8; aq. buffer;

DOI:10.1271/bbb.80842

upstream raw materials:

N^α,N^G,N^G-tribenzyloxycarbonylarginyl-(O-benzyl)serine

N^α,N^δ,N^ω-tris(benzyloxycarbonyl)-L-arginine

L-serin

L-arginine

Downstream raw materials:

N^α-benzyloxycarbonyltryptophylarginylserine

Refernces

• 1、 -. "Depigmenting activity of agouti signal protein and peptides thereof". . . Retrieved 2008/06/13.
• 2、 Kulikov, S. V.,Sokolova, N. Yu.,Samartsev, M. A.. "Deblocking of peptides with proton donors". . p. 1625 - 1631. Retrieved 2007/10/02.