L-3-Pyrroline-2-carboxylic acid

Names

[ Name ]:
L-3-Pyrroline-2-carboxylic acid

[Synonym ]:
3,4-Dehydro-DL-proline
3,4-dehydro-D,L-proline
H-DL-PRO(3,4-DEHYDRO)-OH
3,4-DIDEHYDRO-DL-PROLINE
L-3-Pyrroline-2-carboxylic acid
rac-(2R*)-3-Pyrroline-2-carboxylic acid
EINECS 222-243-3
R,S-3,4-dehydroproline
2,5-Dihydro-1H-pyrrole-2-carboxylic acid
H-DL-DELTAPRO-OH
H-3,4-DEHYDRO-DL-PRO-OH
D,L-3,4-dehydroproline
1H-Pyrrole-2-carboxylic acid, 2,5-dihydro-
3,4-Dedihydro-DL-proline
3,4-Dehydro-DL-prolin
(+/-)-3-PYRROLINE-2-CARBOXYLIC ACID
2,5-dihydro-pyrrole-2-carboxylic acid
3,4-Dedihydroproline
MFCD00005214

Biological Activity

[Description]:

3,4-Dehydro-DL-proline is a proline derivative[1].

[Related Catalog]:

Research Areas >> Others

Signaling Pathways >> Others >> Others

[In Vitro]

Amino acids and amino acid derivatives have been commercially used as ergogenic supplements. They influence the secretion of anabolic hormones, supply of fuel during exercise, mental performance during stress related tasks and prevent exercise induced muscle damage. They are recognized to be beneficial as ergogenic dietary substances[1].

[References]

[1]. Luckose F, et al. Effects of amino acid derivatives on physical, mental, and physiological activities. Crit Rev Food Sci Nutr. 2015;55(13):1793-1144.

Chemical & Physical Properties

[ Density]:
1.3±0.1 g/cm3

[ Boiling Point ]:
279.3±40.0 °C at 760 mmHg

[ Melting Point ]:
245ºC (dec.)(lit.)

[ Molecular Formula ]:
C₅H₇NO₂

[ Molecular Weight ]:
113.115

[ Flash Point ]:
122.7±27.3 °C

[ Exact Mass ]:
113.047676

[ PSA ]:
49.33000

[ LogP ]:
0.10

[ Vapour Pressure ]:
0.0±1.2 mmHg at 25°C

[ Index of Refraction ]:
1.521

[ Storage condition ]:
-15°C

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Risk Phrases ]:
R22

[ Safety Phrases ]:
S22-S24/25

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ HS Code ]:
2933990090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2933990090

[ Summary ]:
2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Articles

Many amino acid substitutions in a hypoxia-inducible transcription factor (HIF)-1alpha-like peptide cause only minor changes in its hydroxylation by the HIF prolyl 4-hydroxylases: substitution of 3,4-dehydroproline or azetidine-2-carboxylic acid for the proline leads to a high rate of uncoupled 2-oxoglutarate decarboxylation.

J. Biol. Chem. 279(53) , 55051-9, (2004)

Three human prolyl 4-hydroxylases (P4Hs) regulate the hypoxia-inducible transcription factors (HIFs) by hydroxylating a Leu-Xaa-Xaa-Leu-Ala-Pro motif. We report here that the two leucines in the Leu-G...

Overexpression of decorin by rat arterial smooth muscle cells enhances contraction of type I collagen in vitro.

Arterioscler. Thromb. Vasc. Biol. 24(1) , 67-72, (2004)

Overexpression of decorin reduces neointimal thickening in balloon-injured carotid arteries of rats by decreasing the volume of neointimal extracellular matrix (ECM). We examined the hypothesis that d...

Enhanced and feedback-resistant gamma-glutamyl kinase activity of an Escherichia coli transformant carrying a mutated proB gene of Streptococcus thermophilus.

FEMS Microbiol. Lett. 182(1) , 143-7, (2000)

We used a PCR-based method to generate a single base pair mutation in the proB gene of Streptococcus thermophilus, which replaced an aspartic acid with a glycine residue at position 192 of the first p...