
L-Proline
L-proline is pyrrolidine in which the pro-S hydrogen at position 2 is substituted by a carboxylic acid group. L-Proline is the only one of the twenty DNA-encoded amino acids which has a secondary amino group alpha to the carboxyl group. It is an essential component of collagen and is important for proper functioning of joints and tendons. It also helps maintain and strengthen heart muscles. It has a role as a member of compatible osmolytes, a micronutrient, a nutraceutical, a mouse metabolite, a Saccharomyces cerevisiae metabolite, an Escherichia coli metabolite and an algal metabolite. It is a L-alpha-amino acid, a glutamine family amino acid, a proline and a proteinogenic amino acid. It is a conjugate base of a L-prolinium. It is a conjugate acid of a L-prolinate. It is an enantiomer of a D-proline. It is a tautomer of a L-proline zwitterion. — ChEBI
- IUPAC name
- (2S)-pyrrolidine-2-carboxylic acid
- Molecular formula
- C5H9NO2
- Molecular weight
- 115.13 g/mol
- Exact mass
- 115.063328530 Da
- XLogP3
- -2.5
- Topological polar surface area
- 49.3 Ų
- Hydrogen-bond donors
- 2
- Hydrogen-bond acceptors
- 3
- Covalent units
- 1
- Defined stereocentres
- 1
Also known as
16 more reported names
External database identifiers
- ChEBI:CHEBI:17203
- ChEMBL:CHEMBL54922
- EPA DTXSID:DTXSID5044021
- PubMed:29968805
- PubMed:23062336
- PubMed:22989233
- PubMed:22988852
- PubMed:22986818
- PubMed:22946499
- PubMed:22924394
- PubMed:22915995
- PubMed:22878559
- PubMed:22833679
- PubMed:22829593
- PubMed:22740038
Retrieved from NIH PubChem on 2026-08-31 by checksum-valid CAS matching. Chemical properties do not replace the regulatory decision on this page.
