4465
T3D4411
L-Proline
L-Proline is one of the twenty amino acids used in living organisms as the building blocks of proteins. Proline is sometimes called an imino acid, although the IUPAC definition of an imine requires a carbon-nitrogen double bond. Proline is a non-essential amino acid that is synthesized from glutamic acid. It is an essential component of collagen and is important for proper functioning of joints and tendons.
147-85-3
145742
C5H9NO2
White powder.
221 dec°C
1.62E+005 mg/L (at 25°C)
Glycogenic, by L-Proline oxidase in the kidney, it is ring-opened and is oxidized to form L-Glutamic acid. L-Ornithine and L-Glutamic acid are converted to L-Proline via L-Glutamic acid-gamma-semialdehyde. It is contained abundantly in collagen, and is intimately involved in the function of arthrosis and chordae.
Hepatic
No indication of carcinogenicity to humans (not listed by IARC).
L-Proline is extremely important for the proper functioning of joints and tendons and also helps maintain and strengthen heart muscles.
Chronically high levels of proline are associated with at least 5 inborn errors of metabolism including: Hyperprolinemia Type I, Hyperprolinemia Type II, Iminoglycinuria, Prolinemia Type II and Pyruvate carboxylase deficiency.
2014-08-29T06:51:05Z
2026-05-14T16:31:22Z
L-Proline
C00148
17203
PRO
DB00172
PRO
true
OC(=O)[C@@H]1CCCN1
C5H9NO2
InChI=1S/C5H9NO2/c7-5(8)4-2-1-3-6-4/h4,6H,1-3H2,(H,7,8)/t4-/m0/s1
ONIBWKKTOPOVIA-BYPYZUCNSA-N
115.1305
115.063328537
Endogenous
Solid
-2.54
HMDB00162
CHEMBL54922
128566
<p>Richard I. Leavitt, “L-Proline production from algae.” U.S. Patent US4383039, issued October, 1968.</p>
CHEM003371
DTXSID5044021
NS00074201
(2S)-pyrrolidine-2-carboxylic acid
49.33
28.064299999999996
11.50403298353395
1
3
2
1.9406707712827913
11.332026115136207
0
1
-2.71
0.50
3.65e+02 g/l