S-(2-boronoethyl)-L-cysteine

Base Information

• Chemical Name: S-(2-boronoethyl)-L-cysteine
• CAS No.: 63107-40-4
• Molecular Formula: C₅H₁₂BNO₄S
• Molecular Weight: 193.032
• DSSTox Substance ID: DTXSID00432180
• Nikkaji Number: J1.578.747C
• Wikidata: Q27088670
• Pharos Ligand ID: QNNMSTG62CH5
• ChEMBL ID: CHEMBL4244287
• Mol file: 63107-40-4.mol

Synonyms:(2-boronoethyl)-cysteine;S-(2-boronoethyl)-L-cysteine

Chemical Property of S-(2-boronoethyl)-L-cysteine

Chemical Property:

• Boiling Point: 451.636 °C at 760 mmHg
• PKA: 2.10±0.10(Predicted)
• Flash Point: 226.941 °C
• PSA: 129.08000
• Density: 1.372 g/cm³
• LogP: -0.69540
• Storage Temp.: -20°C
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 6
• Exact Mass: 193.0580092
• Heavy Atom Count: 12
• Complexity: 145

Purity/Quality:

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

BEC ≥98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(CCSCC(C(=O)O)N)(O)O
• Isomeric SMILES: B(CCSC[C@@H](C(=O)O)N)(O)O
• Uses: L-Arginine serves as a common substrate for both nitric oxide synthase (NOS) and arginase in the cell. NOS catalyzes the oxidation of arginine to citrulline and NO with Nω-hydroxy-L-arginine (NOHA) formed as an intermediate. Arginase, on the other hand, catalyzes the hydrolysis of arginine into urea and L-ornithine. BEC is a potent slow-binding competitive inhibitor of recombinant rat liver arginase I with a Ki of 0.4-0.6 μM. It is also a potent inhibitor of human arginase II with Ki values of 0.31 μM and 30 nM at pH 7.5 and 9.5, respectively. It does not inhibit murine iNOS at concentrations up to 1 mM. BEC significantly enhances NO-dependent relaxation of human penile corpus canvernosum smooth muscle in vitro at concentrations between 0.1-1.0 mM.

Technology Process of S-(2-boronoethyl)-L-cysteine

There total 1 articles about S-(2-boronoethyl)-L-cysteine 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:

rac-cysteine (921-01-7,3374-22-9,4371-52-2,40143-64-4,40143-66-6,40143-69-9,52-90-4) + vinylboronic acid dibutyl ester (6336-45-4) → S-<2-Borono-aethylthio>-cyctein (88642-86-8,63107-40-4)

Guidance literature:

In methanol; water; Heating;

DOI:10.1021/jm00335a016

upstream raw materials:

rac-cysteine

vinylboronic acid dibutyl ester

Refernces