MedKoo Biosciences, Inc.
Tel:   +1-919-636-5577    Fax:   +1-919-980-4831    Email:   sales@medkoo.com
Search
Login Register
Search
MedKoo Cat#: 592663 | Name: Thiomandelic acid

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Thiomandelic acid is an Anti-Bacterial Agent.

Chemical Structure

Thiomandelic acid
Thiomandelic acid
CAS#4695-09-4

Theoretical Analysis

MedKoo Cat#: 592663

Name: Thiomandelic acid

CAS#: 4695-09-4

Chemical Formula: C8H8O2S

Exact Mass: 168.0245

Molecular Weight: 168.21

Elemental Analysis: C, 57.12; H, 4.79; O, 19.02; S, 19.06

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
Bulk Inquiry
Related CAS #
No Data
Synonym
Thiomandelic acid,
IUPAC/Chemical Name
2-Mercapto-2-phenylacetic acid
InChi Key
QYIGFZOHYGYBLX-UHFFFAOYSA-N
InChi Code
InChI=1S/C8H8O2S/c9-8(10)7(11)6-4-2-1-3-5-6/h1-5,7,11H,(H,9,10)
SMILES Code
O=C(O)C(S)C1=CC=CC=C1
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 168.21 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Karsisiotis AI, Damblon C, Roberts GC. Complete ¹H, ¹⁵N, and ¹³C resonance assignments of Bacillus cereus metallo-β-lactamase and its complex with the inhibitor R-thiomandelic acid. Biomol NMR Assign. 2014 Oct;8(2):313-8. doi: 10.1007/s12104-013-9507-1. Epub 2013 Jul 10. PubMed PMID: 23838816; PubMed Central PMCID: PMC4145196. 2: Karsisiotis AI, Damblon CF, Roberts GC. Solution structures of the Bacillus cereus metallo-β-lactamase BcII and its complex with the broad spectrum inhibitor R-thiomandelic acid. Biochem J. 2013 Dec 15;456(3):397-407. doi: 10.1042/BJ20131003. PubMed PMID: 24059435; PubMed Central PMCID: PMC3898119. 3: Mollard C, Moali C, Papamicael C, Damblon C, Vessilier S, Amicosante G, Schofield CJ, Galleni M, Frere JM, Roberts GC. Thiomandelic acid, a broad spectrum inhibitor of zinc beta-lactamases: kinetic and spectroscopic studies. J Biol Chem. 2001 Nov 30;276(48):45015-23. Epub 2001 Sep 19. PubMed PMID: 11564740. 4: Damblon C, Jensen M, Ababou A, Barsukov I, Papamicael C, Schofield CJ, Olsen L, Bauer R, Roberts GC. 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. Epub 2003 Apr 29. PubMed PMID: 12724330. 5: Selevsek N, Tholey A, Heinzle E, Liénard BM, Oldham NJ, Schofield CJ, Heinz U, Adolph HW, Frère JM. Studies on ternary metallo-beta lactamase-inhibitor complexes using electrospray ionization mass spectrometry. J Am Soc Mass Spectrom. 2006 Jul;17(7):1000-4. Epub 2006 May 19. PubMed PMID: 16713713. 6: Crich D, Sasaki K, Rahaman MY, Bowers AA. One-pot syntheses of dissymmetric diamides based on the chemistry of cyclic monothioanhydrides. Scope and limitations and application to the synthesis of glycodipeptides. J Org Chem. 2009 May 15;74(10):3886-93. doi: 10.1021/jo900532e. PubMed PMID: 19385609. 7: Selevsek N, Tholey A, Heinzle E, Liénard BMR, Oldham NJ, Schofield CJ, Heinz U, Adolph HW, Frère JM. Studies on ternary metallo-β lactamase-inhibitor complexes using electrospray ionization mass spectrometry. J Am Soc Mass Spectrom. 2006 Jul;17(7):1000-1004. doi: 10.1016/j.jasms.2006.03.010. Epub 2006 Jul 1. PubMed PMID: 29500809. 8: Antony J, Piquemal JP, Gresh N. Complexes of thiomandelate and captopril mercaptocarboxylate inhibitors to metallo-beta-lactamase by polarizable molecular mechanics. Validation on model binding sites by quantum chemistry. J Comput Chem. 2005 Aug;26(11):1131-47. PubMed PMID: 15937993. 9: Büttner D, Kramer JS, Klingler FM, Wittmann SK, Hartmann MR, Kurz CG, Kohnhäuser D, Weizel L, Brüggerhoff A, Frank D, Steinhilber D, Wichelhaus TA, Pogoryelov D, Proschak E. Challenges in the Development of a Thiol-Based Broad-Spectrum Inhibitor for Metallo-β-Lactamases. ACS Infect Dis. 2018 Mar 9;4(3):360-372. doi: 10.1021/acsinfecdis.7b00129. Epub 2017 Dec 12. PubMed PMID: 29172434. 10: Tehrani KHME, Martin NI. Thiol-Containing Metallo-β-Lactamase Inhibitors Resensitize Resistant Gram-Negative Bacteria to Meropenem. ACS Infect Dis. 2017 Oct 13;3(10):711-717. doi: 10.1021/acsinfecdis.7b00094. Epub 2017 Aug 28. PubMed PMID: 28820574; PubMed Central PMCID: PMC5644712. 11: Yudhistira T, Mulay SV, Lee KJ, Kim Y, Park HS, Churchill DG. Thiomaleimide Functionalization for Selective Biological Fluorescence Detection of Peroxynitrite as Tested in HeLa and RAW 264.7 Cells. Chem Asian J. 2017 Aug 4;12(15):1927-1934. doi: 10.1002/asia.201700527. Epub 2017 Jun 28. PubMed PMID: 28493382.