Thiomandelic acid

Modify Date: 2024-01-21 15:10:25

Thiomandelic acid Structure
Thiomandelic acid structure
Common Name Thiomandelic acid
CAS Number 4695-09-4 Molecular Weight 168.21300
Density N/A Boiling Point N/A
Molecular Formula C8H8O2S Melting Point N/A
MSDS N/A Flash Point N/A

 Use of Thiomandelic acid


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

 Names

Name 2-phenyl-2-sulfanylacetic acid
Synonym More Synonyms

 Thiomandelic acid Biological Activity

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

~88%

Thiomandelic acid Structure

Thiomandelic acid

CAS#:4695-09-4

Literature: THE UNIVERSITY OF EDINBURGH; WEBSTER, Scott, Peter; SECKL, Jonathan, Robert; WALKER, Brian, Robert; WARD, Peter; PALLIN, Thomas, David; DYKE, Hazel, Joan; PERRIOR, Trevor, Robert Patent: WO2010/146338 A1, 2010 ; Location in patent: Page/Page column 77 ; WO 2010/146338 A1

~68%

Thiomandelic acid Structure

Thiomandelic acid

CAS#:4695-09-4

Literature: Kudelko, Agnieszka Tetrahedron, 2012 , vol. 68, # 18 p. 3616 - 3625

~68%

Thiomandelic acid Structure

Thiomandelic acid

CAS#:4695-09-4

Literature: A. H. Robins Company, Inc. Patent: US5061720 A1, 1991 ; US 5061720 A

~%

Thiomandelic acid Structure

Thiomandelic acid

CAS#:4695-09-4

Literature: Lu, Dongning; Nadas, Janos; Zhang, Guisheng; Johnson, Wesley; Zweier, Jay L.; Cardounel, Arturo J.; Villamena, Frederick A.; Wang, Peng George Journal of the American Chemical Society, 2007 , vol. 129, # 17 p. 5503 - 5514

~%

Thiomandelic acid Structure

Thiomandelic acid

CAS#:4695-09-4

Literature: Parravano; Tommasi Gazzetta Chimica Italiana, 1909 , vol. 39 II, p. 62

~%

Thiomandelic acid Structure

Thiomandelic acid

CAS#:4695-09-4

Literature: McIntosh, John M.; Siddiqui, Maqbool A. Canadian Journal of Chemistry, 1983 , vol. 61, p. 1872 - 1875

~%

Thiomandelic acid Structure

Thiomandelic acid

CAS#:4695-09-4

Literature: Schoeberl; Berninger; Harren Chemische Berichte, 1934 , vol. 67, p. 1545,1550 Full Text Show Details Schoeberl; Eck Justus Liebigs Annalen der Chemie, 1936 , vol. 522, p. 97,107

 Synonyms

Thiomandelic acid
rac-Thiomandelsaeure
phenylmercaptoacetic acid
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