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2(S)-Amino-6-boronohexanoic acid hydrochloride, 6-Borono-L-norleucine hydrochloride
C6H14BNO4 · HCl
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Quality Level
Assay
≥98% (HPLC)
form
powder
optical activity
[α]/D +8 to +13°, c = 0.7 in H2O
storage condition
desiccated
color
white to beige
solubility
H2O: 20 mg/mL, clear
storage temp.
2-8°C
SMILES string
OB(O)CCCC[C@H](N)C(O)=O.[H]Cl
InChI
1S/C6H14BNO4.ClH/c8-5(6(9)10)3-1-2-4-7(11)12;/h5,11-12H,1-4,8H2,(H,9,10);1H/t5-;/m0./s1
InChI key
XCUVEZUCSHVMRK-JEDNCBNOSA-N
Related Categories
Biochem/physiol Actions
ABH (2(S)-amino-6-boronohexanoic acid) is a highly potent and specific arginase inhibitor that inhibits the LPS-induced increases in pulmonary IL-8, neutrophils and goblet cells as well as airway fibrosis in rodent model of COPD.
Selective inhibition of arginase by ABH in animal models is known to ameliorate the effect of diabetes mellitus type 1, autoimmune encephalitis, chronic asthma and vascular stiffness due to aging. ABH inhibition of arginase restores erectile hemodynamics in aging mouse. Ex vivo studies prove that ABH promotes smooth muscle relaxation stimulated by nitric oxide.
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Certificates of Analysis (COA)
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Journal of structural biology: X, 4, 100014-100014 (2020-07-11)
Arginase-1 is a manganese-dependent metalloenzyme that catalyzes the hydrolysis of L-arginine into L-ornithine and urea. Arginase-1 is abundantly expressed by tumor-infiltrating myeloid cells that promote tumor immunosuppression, which is relieved by inhibition of Arginase-1. We have characterized the potencies of
Chronic oral administration of the arginase inhibitor 2 (S)?amino?6?boronohexanoic acid (ABH) improves erectile function in aged rats.
Journal of Andrology, 33(6), 1169-1175 (2012)
Structure and function of arginases.
The Journal of Nutrition, 134(10), 2760S-2764S (2004)
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