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SML1384

Sigma-Aldrich

BEC hydrochloride

≥98% (HPLC)

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Synonym(s):
S-(2-Boronoethyl)-L-cysteine, S-(2-Boronoethyl)-L-cysteine hydrochloride
Empirical Formula (Hill Notation):
C5H12BNO4S · xHCl
CAS Number:
Molecular Weight:
193.03 (free base basis)
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

Quality Level

Assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

H2O: 20 mg/mL, clear

storage temp.

−20°C

SMILES string

OB(O)CCSC[C@H](N)C(O)=O.C

InChI

1S/C5H12BNO4S.CH4/c7-4(5(8)9)3-12-2-1-6(10)11;/h4,10-11H,1-3,7H2,(H,8,9);1H4/t4-;/m0./s1

InChI key

IMYJQAMXIIYUIH-WCCKRBBISA-N

Biochem/physiol Actions

BEC (S-(2-boronoethyl)-l-cysteine) is a potent and specific arginase inhibitor that restores flow-induced responses in arterioles from diabetic rats.
BEC is a boronic analog of L-arginine, and L-cysteine. It competitively inhibits both arginase I and II. BEC does not directly affect nitric oxide synthase.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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Amino Acids in Human Nutrition and Health, 62-62 (2012)
Alessandra Romano et al.
Expert review of molecular diagnostics, 18(7), 675-683 (2018-05-01)
Despite improvement in overall response due to the introduction of the first-in-class proteasome inhibitor bortezomib (btz), multiple myeloma (MM) is still an incurable disease due to the immune-suppressive bone marrow (BM) environment. Thus, the authors aimed to identify the role
Arginase inhibition restores arteriolar endothelial function in Dahl rats with salt-induced hypertension
Johnson FK, et al.
American Journal of Physiology. Lung Cellular and Molecular Physiology, 288(4), R1057-R1062 (2005)
Barbara Érsek et al.
Cellular and molecular life sciences : CMLS, 78(2), 661-673 (2020-04-25)
This study shows that melanoma-associated fibroblasts (MAFs) suppress cytotoxic T lymphocyte (CTL) activity and reveals a pivotal role played by arginase in this phenomenon. MAFs and normal dermal fibroblasts (DFs) were isolated from surgically resected melanomas and identified as Melan-A-/gp100-/FAP+ cells.

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