L-Proline (Proline) is an amino acid ( but it is also labelled as imino acid ) present in the human body, plants and fresh fruit (hydroxy-L-proline). It is considered a non-essential amino acid synthesized from glutamic acid, but is considered an essential component of collagen and for the proper functioning of tendons and joints.

The name defines the structure of the molecule:

• proline is an amino acid that is used in protein biosynthesis.
• "L" in L-proline refers to the chirality of the molecule, which is a property of asymmetry important in several branches of science, including chemistry and biochemistry. Chirality is a geometric property of certain molecules and ions, and a chiral molecule/ion is not superimposed on its mirror image.

L-proline synthesis occurs in the body through a multi-stage process:

• Glutamate conversion: The process begins with the conversion of glutamate into glutamate semialdehyde through the enzyme glutamate 5-kinase and glutamate-5-semialdehyde dehydrogenase.
• P5C formation: Glutamate semialdehyde then spontaneously converts to pyrrolin-5-carboxylate (P5C).
• Reduction to proline: Finally, P5C is reduced to proline by the enzyme pyrrolin-5-carboxylate reductase.

Studies

In contrast to aflatoxins B1 and M1, which are part of a group of secondary metabolites of high toxicity, L-Prolin has demonstrated hepatoprotective activity in laboratory animals by reducing oxidative damage and decreasing downstream apoptosis (1).

The results of this study suggest that l-proline reduces plasma asymmetric dimethylarginine levels and improves redox status, thereby increasing nitric oxide bioavailability and counteracting the angiotensin II-induced Systolic blood pressure rise (2).

L-proline is a cryoprotectant that has no toxicity that helps cells and tissues to resist freezing in a wide range of plants and animals (3).

It's an antibacterial (4) and also chitosan/L-Prolin hydrogels could be a potential dressing material for wound tissue regeneration and repair (5). 

L-Proline, what does scientific research says

• Molecular Formula: C₅H₉NO₂
• Molecular Weight: 115.13 g/mol
• CAS: 147-85-3  4305-67-3  37159-97-0
• EC Number: 205-702-2  925-434-6
• FEMA 3319
• DSSTox Substance ID: DTXSID5044021
• Beilstein/REAXYS Number 80810
• MDL number MFCD00064318
• PubChem Substance ID 24898097
• eCl@ss 32160406
• NACRES NA.26

Synonyms:  

• (S)-Pyrrolidine-2-carboxylic acid
• (-)-(S)-Proline
• (2S)-pyrrolidine-2-carboxylic acid
• L-Prolin
• 2-pyrrolidinecarboxylic acid 

References_____________________________________________________________

 (1) l-Proline Alleviates Kidney Injury Caused by AFB1 and AFM1 through Regulating Excessive Apoptosis of Kidney Cells.  Li H, Li S, Yang H, Wang Y, Wang J, Zheng N.  Toxins (Basel). 2019 Apr 16;11(4). pii: E226. doi: 10.3390/toxins11040226.

(2) l-proline supplementation improves nitric oxide bioavailability and counteracts the blood pressure rise induced by angiotensin II in rats.  Leal J, Teixeira-Santos L, Pinho D, Afonso J, Carvalho J, de Lourdes Bastos M, Albino-Teixeira A, Fraga S, Sousa T.  Nitric Oxide. 2019 Jan 1;82:1-11. doi: 10.1016/j.niox.2018.10.007.

(3) Cryobiological Characteristics of L-proline in Mammalian Oocyte Cryopreservation.  Zhang L, Xue X, Yan J, Yan LY, Jin XH, Zhu XH, He ZZ, Liu J, Li R, Qiao J.  Chin Med J (Engl). 2016 Aug 20;129(16):1963-8. doi: 10.4103/0366-6999.187846.

(4) A Thioether-Stabilized d-Proline-l-Proline-Induced β-Hairpin Peptide of Defensin Segment Increases Its Anti-Candida albicans Ability.  Zhao B, Yang D, Wong JH, Wang J, Yin C, Zhu Y, Fan S, Ng TB, Xia J, Li Z.  Chembiochem. 2016 Aug 3;17(15):1416-20. doi: 10.1002/cbic.201600179.

(5) Biomimetic hydrogel loaded with silk and l-proline for tissue engineering and wound healing applications.  Thangavel P, Ramachandran B, Kannan R, Muthuvijayan V.  J Biomed Mater Res B Appl Biomater. 2017 Aug;105(6):1401-1408. doi: 10.1002/jbm.b.33675. 

(6) The anti-inflammatory effects of N-methyl-(2S,4R)-trans-4-hydroxy-l-proline from Syderoxylon obtusifolium are related to its inhibition of TNF-alpha and inflammatory enzymes.  de Aquino PE, Magalhães TR, Nicolau LA, Leal LK, de Aquino NC, Dos Santos SM, Neves KR, Silveira ER, Viana GS.  Phytomedicine. 2017 Jan 15;24:14-23. doi: 10.1016/j.phymed.2016.11.010.