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trans-3-Hydroxyproline (CAS 4298-08-2)

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Alternate Names:
(3S)-3-Hydroxy-L-proline
CAS Number:
4298-08-2
Molecular Weight:
131.13
Molecular Formula:
C5H9NO3
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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trans-3-Hydroxyproline is a molecule with chirality, possessing two non-superimposable mirror image forms. It is derived from the amino acid L-proline and exhibits diverse biochemical and physiological properties. This compound has been employed to investigate the influence of chirality on enzyme activity and explore the structure and functionality of proteins. Moreover, trans-3-Hydroxyproline has been utilized in studies concerning cellular responses to oxidative stress and the mechanisms of drug action.


trans-3-Hydroxyproline (CAS 4298-08-2) References

  1. Residual fructose and osmolality affect the levels of pneumocandins B0 and C0 produced by Glarea lozoyensis.  |  Connors, N., et al. 2000. Appl Microbiol Biotechnol. 54: 814-8. PMID: 11152074
  2. Effects of amino acid and trace element supplementation on pneumocandin production by Glarea lozoyensis: impact on titer, analogue levels, and the identification of new analogues of pneumocandin B(0).  |  Petersen, LA., et al. 2001. J Ind Microbiol Biotechnol. 26: 216-21. PMID: 11464269
  3. Total Synthesis of cis- and trans-3-Hydroxy-D-proline and (+)-Detoxinine.  |  Mulzer, J., et al. 1996. J Org Chem. 61: 566-572. PMID: 11666976
  4. Samarium diiodide promoted generation and asymmetric hydroxyalkylation of N,O-diprotected (3S)-3-pyrrolidinol 2-carbanions.  |  Zheng, X., et al. 2005. Org Lett. 7: 553-6. PMID: 15704892
  5. The impact of pyrrolidine hydroxylation on the conformation of proline-containing peptides.  |  Taylor, CM., et al. 2005. J Org Chem. 70: 1306-15. PMID: 15704965
  6. The synthesis of macromolecular 3-hydroxyproline by attaching and confluent cultures of human fibroblasts.  |  Lembach, KJ., et al. 1977. Eur J Biochem. 72: 379-83. PMID: 190003
  7. Prolyl 3-hydroxylase: partial characterization of the enzyme from rat kidney cortex.  |  Risteli, J., et al. 1977. Eur J Biochem. 73: 485-92. PMID: 191255
  8. Pneumocandin biosynthesis: involvement of a trans-selective proline hydroxylase.  |  Houwaart, S., et al. 2014. Chembiochem. 15: 2365-9. PMID: 25270390
  9. Cryptic Production of trans-3-Hydroxyproline in Echinocandin B Biosynthesis.  |  Mattay, J., et al. 2018. Appl Environ Microbiol. 84: PMID: 29352089
  10. Biochemical and genetic characterization of fungal proline hydroxylase in echinocandin biosynthesis.  |  Zhang, F., et al. 2018. Appl Microbiol Biotechnol. 102: 7877-7890. PMID: 29987385
  11. A Combined Infrared Ion Spectroscopy and Computational Chemistry Study of Hydroxyproline Isomers.  |  Acharya, B., et al. 2020. J Am Soc Mass Spectrom. 31: 1205-1211. PMID: 32383378
  12. Separation and evaluation of the cis and trans isomers of hydroxyprolines: effect of hydrolysis on the epimerization.  |  Bellon, G., et al. 1984. Anal Biochem. 137: 151-5. PMID: 6731795
  13. Determination of the urinary D/L trans-3-hydroxyproline ratio: a noninvasive screening test for Alport syndrome.  |  Lubec, B. and Arbeiter, K. 1993. J Pediatr. 123: 748-51. PMID: 8229484

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

trans-3-Hydroxyproline, 100 mg

sc-488600
100 mg
$360.00

trans-3-Hydroxyproline, 1 g

sc-488600A
1 g
$942.00

trans-3-Hydroxyproline, 5 g

sc-488600B
5 g
$2649.00