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531465 Val-boroPro - CAS 150080-09-4 - Calbiochem

531465
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Overview

Key Spec Table

CAS #Empirical Formula
150080-09-4C₁₀H₂₃BN₂O₆S

Products

Catalogue NumberPackaging Qty/Pack
5.31465.0001 Glass bottle 10 mg
Description
OverviewAn orally available amino boronic acid dipeptide with antihyperglycemic and anticancer properties. Acts as a highly potent, reversible, and transition state analog inhibitor of dipeptidyl peptidase IV (DPP-IV; IC50 = 26 nM; Ki = 180 pM). Also inhibits the activity of other prolyl peptidases (IC50 = 15 nM for DPP-II; and Ki = 1.5 nM and 760 pM for DPP8 and DPP9, respectively) and at much higher concentrations affects the activities of quiescent cell proline dipeptidase (QPP, DPP7; IC50 = 310 nM), PEP (IC50 = 390 nM) and fibroblast activation protein (FAP; IC50 = 560 nM). However, it does not inhibit the activity of trypsin, chymoptrypsin, thrombin, plasmin, tryptase, leukocyte elastase, and plasma kallikrein even at high levels (~100 µM). Promotes hematopoiesis and the growth of primitive hematopoietic progenitor cells by increasing the production of G-CSF, IL-6, and IL-11 by bone marrow stromal cells in mice. Although it has no direct cytotoxic effect on tumors in vitro, but oral administration in mice is shown to reduce the growth of syngeneic tumors derived from fibrosarcoma (WEHI164), lymphoma (EL4 and A20/2J), melanoma (B16-F10), and mastocytoma (P815) cell lines and augments antibody-dependent cell-mediated cytotoxicity. Note: In aqueous physiological solutions, it can cyclize in a time-dependent manner causing a 100-fold diminution in its inhibitory potency. However, at lower pH range it remains in an active open chain form. Maximum tolerated dose in mice or rats is ~ 25 µg/kg.

Please note that the molecular weight for this compound is batch-specific due to variable water content.
Catalogue Number531465
Brand Family Calbiochem®
SynonymsPT-100, Talabostat, H₂N-(S)-Val-(R)-boroPro-OH, CH₃SO₃H, H-(S)-Val-(R)-boroPro-OH, CH₃SO₃H, Valinyl-L-boroproline, CH₃SO₃H, DPP Inhibitor
References
ReferencesPoplawski, S.E., et al. 2011, J. Med. Chem. 54, 2022.
Connolly, B.A., et al. 2008. J. Med. Chem. 51, 6005.
Lankas, G.R., et al. 2005. Diabetes 54, 2988.
Cheng, J.D., et al. 2005. Mol. Cancer Ther. 4, 351.
Adams, S., et al. 2004. Cancer Res. 64, 5471.
Jones, B., et al. 2003. Blood 102, 1641.
Coutts, S.J., et al. 1996. J. Med. Chem. 39, 2087.
Snow, R.J., et al. 1994. J. Am. Chem. Soc. 116, 10860.
Kelly, T.A., et al. 1993. J. Am. Chem. Soc. 115, 12637.
Product Information
CAS number150080-09-4
FormLight beige solid
Hill FormulaC₁₀H₂₃BN₂O₆S
Chemical formulaC₁₀H₂₃BN₂O₆S
Hygroscopic Hygroscopic
ReversibleY
Quality LevelMQ100
Biological Information
Primary TargetDPP-IV, DPP8 and DPP9
Primary Target IC<sub>50</sub>15 nM for DPP-II
Primary Target K<sub>i</sub>180 pM
Secondary targetQPP, PEP and FAP
Purity≥98% by HPLC
Physicochemical Information
Cell permeableY
Storage and Shipping Information
Ship Code Ambient Temperature Only
Toxicity Standard Handling
Storage +2°C to +8°C
Protect from Light Protect from light
Hygroscopic Hygroscopic
Do not freeze Ok to freeze
Special InstructionsFollowing reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.
Packaging Information
Packaged under inert gas Packaged under inert gas
Global Trade Item Number
Catalogue Number GTIN
5.31465.0001 04055977260328