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Thiomandelic acid

Names

[ CAS No. ]:
4695-09-4

[ Name ]:
Thiomandelic acid

[Synonym ]:
Thiomandelic acid
rac-Thiomandelsaeure
phenylmercaptoacetic acid

Biological Activity

[Description]:

Thiomandelic acid is a broad spectrum inhibitor of Zinc -lactamases[1].

[Related Catalog]:

Research Areas >> Infection
Research Areas >> Inflammation/Immunology
Signaling Pathways >> Anti-infection >> Bacterial

[In Vitro]

Thiomandelic acid is found to be a reasonably potent (submicromolar) inhibitor for all of the MBLs tested, except for the subclass B2 enzyme from A. hydrophila (CphA)[1]. Thiomandelic Acid binds to both metal ions in metallo-β-lactamase and induces positive cooperativity in metal binding[2].

[References]

[1]. C Mollard, et al. Thiomandelic acid, a broad spectrum inhibitor of zinc beta-lactamases: kinetic and spectroscopic studies. J Biol Chem. 2001 Nov 30;276(48):45015-23.

[2]. Christian Damblon, et al. The inhibitor thiomandelic acid binds to both metal ions in metallo-beta-lactamase and induces positive cooperativity in metal binding. J Biol Chem. 2003 Aug 1;278(31):29240-51.

Chemical & Physical Properties

[ Molecular Formula ]:
C8H8O2S

[ Molecular Weight ]:
168.21300

[ Exact Mass ]:
168.02500

[ PSA ]:
76.10000

[ LogP ]:
1.74210

Safety Information

[ Hazard Codes ]:
Xi

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Related Compounds