75-98-9
Chemical Structure
Pivalic acid
Synonym(s): Trimethylmethanecarboxylic acid; Versatic 5 acid; tert-Pentanoic acid
- CAS No.: 75-98-9
- Formula:C5H10O2
- Molecular Weight:102.13
IUPAC Name: pivalic acid
InChIKey: IUGYQRQAERSCNH-UHFFFAOYSA-N
SMILES: CC(C)(C)C(O)=O
Biological Activity: Pivalic acid (Trimethylmethanecarboxylic acid; Versatic 5 acid; tert-Pentanoic acid) is a short-chain branched fatty acid containing a tert-butyl quaternary carbon structure. Pivalic acid is released from the hydrolysis of Pivaloyloxymethyl ester prodrugs and can then combine with L-carnitine (HY-B0399) to form Pivaloylcarnitine, which is excreted in urine, leading to dose- and time-dependent secondary L-carnitine depletion. Pivalic acid (HY-Y1150) is the starting unit for the biosynthesis of tert-butyl fatty acids and antibiotics (Antibiotic) in Alicyclobacillus, Rhodococcus, and Streptomyces[1][2][3][4][5].
| Cat. No. | Product Name | Purity | Description | Pricing | |||||||||||||||||||
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Pivalic acid | 99.93% | Pivalic acid (Trimethylmethanecarboxylic acid; Versatic 5 acid; tert-Pentanoic acid) is a short-chain branched fatty acid containing a tert-butyl quaternary carbon structure. Pivalic acid is released from the hydrolysis of Pivaloyloxymethyl ester prodrugs and can then combine with L-carnitine (HY-B0399) to form Pivaloylcarnitine, which is excreted in urine, leading to dose- and time-dependent secondary L-carnitine depletion. Pivalic acid (HY-Y1150) is the starting unit for the biosynthesis of tert-butyl fatty acids and antibiotics (Antibiotic) in Alicyclobacillus, Rhodococcus, and Streptomyces. | ||||||||||||||||||||
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Pivalic acid-d9 | 98.00% | Pivalic acid-d9 (Trimethylmethanecarboxylic acid-d9; Versatic 5 acid-d9; tert-Pentanoic acid-d9) is the deuterated-labeled Pivalic acid (HY-Y1150). Pivalic acid (Trimethylmethanecarboxylic acid; Versatic 5 acid; tert-Pentanoic acid) is a short-chain branched fatty acid containing a tert-butyl quaternary carbon structure. Pivalic acid is released from the hydrolysis of Pivaloyloxymethyl ester prodrugs and can then combine with L-carnitine (HY-B0399) to form Pivaloylcarnitine, which is excreted in urine, leading to dose- and time-dependent secondary L-carnitine depletion. Pivalic acid (HY-Y1150) is the starting unit for the biosynthesis of tert-butyl fatty acids and antibiotics (Antibiotic) in Alicyclobacillus, Rhodococcus, and Streptomyces. | ||||||||||||||||||||
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References
- [1]. Abrahamsson K, et al. Pivalic acid-induced carnitine deficiency and physical exercise in humans. Metabolism. 1996;45(12):1501-1507. [Content Brief]
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[2]. Hany W. Darwish, Ramzi A. Mothana, S. Ganguly,
Pivalic acid based N-doped carbon dots for drug delivery and antioxidant behaviour, Colloids and Surfaces A: Physicochemical and Engineering Aspects, Volume 688, 2024, 133595, ISSN 0927-7757. - [3]. Rezanka T, Siristova L, Schreiberová O, Rezanka M, Masák J, Melzoch K, Sigler K. Pivalic acid acts as a starter unit in a fatty acid and antibiotic biosynthetic pathway in Alicyclobacillus, Rhodococcus and Streptomyces. Environ Microbiol. 2011 Jun;13(6):1577-89.
- [4]. Lewin LM, Fournier-Delpech S, Weissenberg R, Golan R, Cooper T, Pholpramool C, Shochat L. Effects of pivalic acid and sodium pivalate on L-carnitine concentrations in the cauda epididymidis and on male fertility in the hamster. Reprod Fertil Dev. 1997;9(4):427-32.
- [5]. Rezanka T, Kolouchová I, Cejková A, Sigler K. Biosynthesis and metabolic pathways of pivalic acid. Appl Microbiol Biotechnol. 2012 Sep;95(6):1371-6.
