MedKoo Cat#: 571150 | Name: Thiodiglycollic acid

Description:

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

Thiodiglycollic acid is a ligand metabolite found in urine of humans exposed to vinyl chloride.

Chemical Structure

Thiodiglycollic acid
Thiodiglycollic acid
CAS#123-93-3

Theoretical Analysis

MedKoo Cat#: 571150

Name: Thiodiglycollic acid

CAS#: 123-93-3

Chemical Formula: C4H6O4S

Exact Mass: 149.9987

Molecular Weight: 150.15

Elemental Analysis: C, 32.00; H, 4.03; O, 42.62; S, 21.35

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.
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Synonym
Thiodiglycollic acid; thiodiglycolic acid; NSC 28743; NSC-28743; NSC 28743
IUPAC/Chemical Name
Thiodi(acetic acid)
InChi Key
UVZICZIVKIMRNE-UHFFFAOYSA-N
InChi Code
InChI=1S/C4H6O4S/c5-3(6)1-9-2-4(7)8/h1-2H2,(H,5,6)(H,7,8)
SMILES Code
O=C(O)CSCC(O)=O
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
>2 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
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 150.15 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: Liu XD, Zhao W, Pan XF, Yan HF. [Determination of thiodiglycolic acid in urine by ion chromatography with solidphase extraction]. Zhonghua Lao Dong Wei Sheng Zhi Ye Bing Za Zhi. 2016 Apr 20;34(4):297-9. doi: 10.3760/cma.j.issn.1001-9391.2016.04.017. Chinese. PubMed PMID: 27514269. 2: Xiao Q, Fu Z, Meng C, Xuan Y, Qin W. [Determination of thiodiglycolic acid in urine with gas chromatography-mass spectrometer]. Zhonghua Lao Dong Wei Sheng Zhi Ye Bing Za Zhi. 2015 Jun;33(6):474-6. Chinese. PubMed PMID: 26653390. 3: Baygildiev T, Braun A, Stavrianidi A, Rodin I, Shpigun O, Rybalchenko I, Ananieva I. "Dilute-and-shoot" rapid-separation liquid chromatography tandem mass spectrometry method for fast detection of thiodiglycolic acid in urine. Eur J Mass Spectrom (Chichester). 2015;21(5):733-8. doi: 10.1255/ejms.1387. PubMed PMID: 26579929. 4: Puccio G, Brambilla P, Conti M, Bartolini D, Noonan D, Albini A. Surface-activated chemical ionization-electrospray mass spectrometry in the analysis of urinary thiodiglycolic acid. Rapid Commun Mass Spectrom. 2013 Feb 15;27(3):476-80. doi: 10.1002/rcm.6471. PubMed PMID: 23280980. 5: Visarius TM, Bähler H, Küpfer A, Cerny T, Lauterburg BH. Thiodiglycolic acid is excreted by humans receiving ifosfamide and inhibits mitochondrial function in rats. Drug Metab Dispos. 1998 Mar;26(3):193-6. PubMed PMID: 9492379. 6: Huang PC, Liu LH, Shie RH, Tsai CH, Liang WY, Wang CW, Tsai CH, Chiang HC, Chan CC. Assessment of urinary thiodiglycolic acid exposure in school-aged children in the vicinity of a petrochemical complex in central Taiwan. Environ Res. 2016 Oct;150:566-72. doi: 10.1016/j.envres.2015.11.027. Epub 2015 Dec 4. PubMed PMID: 26657495. 7: Hofmann U, Eichelbaum M, Seefried S, Meese CO. Identification of thiodiglycolic acid, thiodiglycolic acid sulfoxide, and (3-carboxymethylthio)lactic acid as major human biotransformation products of S-carboxymethyl-L-cysteine. Drug Metab Dispos. 1991 Jan-Feb;19(1):222-6. PubMed PMID: 1673403. 8: Samcová E, Kvasnicová V, Urban J, Jelínek I, Coufal P. Determination of thiodiglycolic acid in urine by capillary electrophoresis. J Chromatogr A. 1999 Jun 25;847(1-2):135-9. PubMed PMID: 10431357. 9: Dramiński W, Trojanowska B. Chromatographic determination of thiodiglycolic acid - a metabolite of vinyl chloride. Arch Toxicol. 1981 Nov;48(4):289-92. PubMed PMID: 7316764. 10: Lee T, Chan SH, Weigand WA, Bentley WE. Biocatalytic transformation of [(2-Hydroxyethyl)thio]acetic acid and thiodiglycolic acid from thiodiglycol by Alcaligenes xylosoxydans ssp. xylosoxydans (SH91). Biotechnol Prog. 2000 May-Jun;16(3):363-7. PubMed PMID: 10835236. 11: Pei S. [Study on the excretive regularity of thiodiglycolic acid in the urine of vinyl chloride exposed workers]. Zhonghua Yu Fang Yi Xue Za Zhi. 1986 Mar;20(2):87-9. Chinese. PubMed PMID: 3769666. 12: Dlasková Z, Navrátil T, Heyrovský M, Pelclová D, Novotný L. Voltammetric determination of thiodiglycolic acid in urine. Anal Bioanal Chem. 2003 Jan;375(1):164-8. Epub 2002 Nov 6. PubMed PMID: 12520453. 13: Cheng TJ, Huang YF, Ma YC. Urinary thiodiglycolic acid levels for vinyl chloride monomer-exposed polyvinyl chloride workers. J Occup Environ Med. 2001 Nov;43(11):934-8. PubMed PMID: 11725332. 14: Heger M, Müller G, Norpoth K. [Investigations on the correlation between vinyl chloride (VCM)-uptake and excretion of its metabolites by 15 VCM-exposed workers. II. Measurements of the urinary excretion of the vcm-metabolite thiodiglycolic acid ]. Int Arch Occup Environ Health. 1982;50(2):187-96. German. PubMed PMID: 7118262. 15: Müller G, Norpoth K, Wickramasinghe RH. An analytical method, using GC-MS, for the quantitative determination of urinary thiodiglycolic acid. Int Arch Occup Environ Health. 1979;44(3):185-91. PubMed PMID: 521174. 16: Payan JP, Beydon D, Fabry JP, Brondeau MT, Ban M, de Ceaurriz J. Urinary thiodiglycolic acid and thioether excretion in male rats dosed with 1,2-dichloroethane. J Appl Toxicol. 1993 Nov-Dec;13(6):417-22. PubMed PMID: 8288845. 17: Chen ZY, Gu XR, Cui MZ, Zhu XX. Sensitive flame-photometric-detector analysis of thiodiglycolic acid in urine as a biological monitor of vinyl chloride. Int Arch Occup Environ Health. 1983;52(3):281-4. PubMed PMID: 6629516. 18: Dell'Amico E, Bernasconi S, Cavalca L, Magni C, Prinsi B, Andreoni V. New insights into the biodegradation of thiodiglycol, the hydrolysis product of Yperite (sulfur mustard gas). J Appl Microbiol. 2009 Apr;106(4):1111-21. doi: 10.1111/j.1365-2672.2008.04074.x. Epub 2009 Jan 15. PubMed PMID: 19191966. 19: Navrátil T, Petr M, Senholdová Z, Pristoupilová K, Pristoupil TI, Heyrovský M, Pelclová D, Kohlíková E. Diagnostic significance of urinary thiodiglycolic acid as a possible tool for studying the role of vitamins B12 and folates in the metabolism of thiolic substances. Physiol Res. 2007;56(1):113-22. Epub 2006 Feb 23. PubMed PMID: 16497089. 20: Steventon GB, Mitchell SC. Thiodiglycolic acid and dermatological reactions following S-carboxymethyl-L-cysteine administration. Br J Dermatol. 2006 Feb;154(2):386-7. PubMed PMID: 16433823.