Ac-Gly-BoroPro

• CAT Number: I013400
• CAS Number: 886992-99-0
• Molecular Formula: C8H15BN2O4
• Molecular Weight: 214.03
• Purity: ≥95%
• Synonyms: [(2S)-1-(2-acetamidoacetyl)pyrrolidin-2-yl]boronic acid
• InChI: InChI=1S/C8H15BN2O4/c1-6(12)10-5-8(13)11-4-2-3-7(11)9(14)15/h7,14-15H,2-5H2,1H3,(H,10,12)/t7-/m1/s1
• InChIKey: UUOZISWTWURDGU-SSDOTTSWSA-N
• SMILES: B(C1CCCN1C(=O)CNC(=O)C)(O)O

Ac-Gly-BoroPro is a selective FAP inhibitor with a Ki of 23 nM.
FAP has been implicated in cancer; however, its specific role remains elusive because inhibitors that distinguish FAP from other prolyl peptidases like dipeptidyl peptidase-4 (DPP-4) have not been developed. Ac-Gly-BoroPro selectively inhibits FAP relative to other prolyl peptidases. FAP reacts readily with submicromolar concentrations of Ac-Gly-BoroPro, reaching steady state inhibition levels rapidly (Ki=23±3 nM). In contrast, DPP-4 requires higher Ac-Gly-BoroPro concentrations for inhibition and a longer time to reach steady state inhibition levels (Ki=377±18 nM). Ac-Gly-BoroPro inhibits other prolyl peptidases (DPP-7, DPP-8, DPP-9, prolyl oligopeptidase, and acylpeptide hydrolase) with Ki values ranging from 9- to 5400-fold higher than that for FAP inhibition. The N-acyl-linkage in Ac-Gly-BoroPro blocks the N terminus of the inhibitor, making it less nucleophilic and therefore unlikely to cyclize[1].

Reference

[1]. Edosada CY, et al. Selective inhibition of fibroblast activation protein protease based on dipeptide substrate specificity. J Biol Chem. 2006 Mar 17;281(11):7437-44.
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