BEC
K(I): 0.4-0.6 microM
S-(2-boronoethyl)-L-cysteine (BEC) is an arginase inhibitor.
Arginases can catalyze the hydrolysis of L-arginine to yield L-ornithine and urea. Recently, studies show that arginases, both the type I and type II isozymes, involve in the regulation of nitric oxide production via modulating the availability of arginine for nitric oxide synthase.
In vitro: Although BEC has been first identified as inhibitor of type I arginase, it was found to be a classical, competitive inhibitor of human type II arginase with K(i) value 0.31 microM at pH 7.5. However, at pH 9.5, BEC was a slow-binding inhibitor of the enzyme with K(i) value 30 nM [1].
In vivo: In animal study, the administration of BEC was found to be able to decrease arginase activity and cause alterations in NO homeostasis, which were indicated by increases in S-nitrosylated and nitrated proteins in the lungs from inflamed mice. Moreover, in contrast to first expectations, BEC could enhance perivascular and peribronchiolar lung inflammation, NF-κB DNA binding, mucus metaplasia, and mRNA expression of the NF-κB-driven chemokine genes including KC and CCL20, and result in further increases in airways hyperresponsiveness [2].
Clinical trial: Up to now, BEC is still in the preclinical development stage.
References:
[1] N. N. Kim, J. D. Cox, R. F. Baggio, et al. 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. Biochemistry 40, 2678-2688 (2001).
[2] Ckless K et al. Inhibition of arginase activity enhances inflammation in mice with allergic airway disease, in association with increases in protein S-nitrosylation and tyrosine nitration. J Immunol. 2008 Sep 15;181(6):4255-64.
Physical Appearance | A crystalline solid |
Storage | Store at -20°C |
M.Wt | 193.0 |
Cas No. | 63107-40-4 |
Formula | C5H12BNO4S |
Solubility | ≤5mg/ml in PBS(pH7.2) |
Chemical Name | S-(2-boronoethyl)-L-cysteine |
SDF | Download SDF |
Canonical SMILES | OB(O)CCSC[C@@H](C(O)=O)N |
Shipping Condition | Small Molecules with Blue Ice, Modified Nucleotides with Dry Ice. |
General tips | We do not recommend long-term storage for the solution, please use it up soon. |
Quality Control & MSDS
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Purity = 98.00%
- COA (Certificate Of Analysis)
- MSDS (Material Safety Data Sheet)
- Datasheet
Chemical structure
