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S-(2-BORONOETHYL)-L-CYSTEINE HYDROCHLORIDE

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S-(2-BORONOETHYL)-L-CYSTEINE HYDROCHLORIDE Basic information

Product Name:
S-(2-BORONOETHYL)-L-CYSTEINE HYDROCHLORIDE
Synonyms:
  • BEC HCl
  • BEC HCl, 98%, a slow-binding and competitive Arginase II inhibitor
  • S-(2-BORONOETHYL)-L-CYSTEINE HYDROCHLORIDE
  • BEC hydrochloride - S-(2-Boronoethyl)-L-cysteine hydrochloride
  • Reaxys ID: 25974550
  • (R)-2-amino-3-((2-boronoethyl)thio)propanoic acid hydrochloride
  • Inhibitor,NF-κB,hyperresponsiveness,metaplasia,inhibit,Arginase,BEC,BEC hydrochloride,Arginase-II,inflammation,CCL20
  • Methsuximide Impurity 1(Normesuximide)
CAS:
222638-67-7
MF:
C5H13BClNO4S
MW:
229.48
Mol File:
222638-67-7.mol
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S-(2-BORONOETHYL)-L-CYSTEINE HYDROCHLORIDE Chemical Properties

storage temp. 
Inert atmosphere,Store in freezer, under -20°C
solubility 
PBS (pH 7.2): 10 mg/ml
form 
A crystalline solid
color 
White to yellow
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S-(2-BORONOETHYL)-L-CYSTEINE HYDROCHLORIDE Usage And Synthesis

Description

BEC is a potent slow-binding competitive inhibitor of recombinant rat liver arginase I with Ki values of 0.4 and 0.6 μM from kinetic analyses. It is also a potent inhibitor of human arginase II with Ki values of 310 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 nitric oxide-dependent relaxation of human penile corpus cavernosum smooth muscle in vitro when used at concentrations ranging from 0.1 to 1 mM.

Uses

BEC Hydrochloride is Arginase II inhibitor. For the biological study of the inhibition of arginase II, it prevented nitrate tolerance in human umbilical vein endothelial cell and in mouse aorta.

in vivo

Administration of the arginase inhibitor BEC decreases arginase activity and causes alterations in NO homeostasis, which are reflected by increases in S-nitrosylated and nitrated proteins in the lungs from inflamed mice. BEC enhances perivascular and peribronchiolar lung inflammation, mucus metaplasia, NF-κB DNA binding, and mRNA expression of the NF-κB-driven chemokine genes CCL20 and KC, and leads to further increases in airways hyperresponsiveness[3].

Animal Model:C57BL/6J wild-type mice, mice deficient in arginase 2 (Arg2-/-), mice deficient in both arginase 1 and 2 (Arg1-/-Arg2-/-), and mice deficient in NOX2 (NOX2-/-
Dosage:20 mg/kg.
Administration:I.V., in 0.9% saline, 1 hour before the injection of LPS.
Result:BEC robustly reduced VEGF expression in neuroglia (72% reduction) and macrophage/microglia (87% reduction).

References

[1] NOEL N. KIM. Probing Erectile Function: S-(2-Boronoethyl)-l-Cysteine Binds to Arginase as a Transition State Analogue and Enhances Smooth Muscle Relaxation in Human Penile Corpus Cavernosum?,?[J]. Biochemistry Biochemistry, 2001, 40 9: 2678-2688. DOI: 10.1021/bi002317h
[2] DIANA M. COLLELUORI  David E A. Classical and Slow-Binding Inhibitors of Human Type II Arginase?[J]. Biochemistry Biochemistry, 2001, 40 31: 9356-9362. DOI: 10.1021/bi010783g

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