PeptideDB

(R)-pyrrolidine-2-carboxylic acid (D-proline; (+)-(R)-Proline; (R)-(+)-Proline; (R)-2-Carboxypyrroli

(R)-pyrrolidine-2-carboxylic acid (D-proline; (+)-(R)-Proline; (R)-(+)-Proline; (R)-2-Carboxypyrroli

CAS No.: 344-25-2

(R)-pyrrolidine-2-carboxylic acid is an endogenously produced metabolite.
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(R)-pyrrolidine-2-carboxylic acid is an endogenously produced metabolite.

Physicochemical Properties


Molecular Formula C5H9NO2
Molecular Weight 115.13
Exact Mass 115.063
CAS # 344-25-2
Related CAS # L-Proline;147-85-3;(R)-Pyrrolidine-2-carboxylic acid-d3;1994265-09-6
PubChem CID 8988
Appearance White to off-white solid powder
Density 1.2±0.1 g/cm3
Boiling Point 252.2±33.0 °C at 760 mmHg
Melting Point 223ºC
Flash Point 106.3±25.4 °C
Vapour Pressure 0.0±1.1 mmHg at 25°C
Index of Refraction 1.487
LogP -0.57
Hydrogen Bond Donor Count 2
Hydrogen Bond Acceptor Count 3
Rotatable Bond Count 1
Heavy Atom Count 8
Complexity 103
Defined Atom Stereocenter Count 1
SMILES

C1C[C@@H](NC1)C(=O)O

InChi Key ONIBWKKTOPOVIA-SCSAIBSYSA-N
InChi Code

InChI=1S/C5H9NO2/c7-5(8)4-2-1-3-6-4/h4,6H,1-3H2,(H,7,8)/t4-/m1/s1
Chemical Name

(2R)-pyrrolidine-2-carboxylic acid
HS Tariff Code 2934.99.9001
Storage

Powder-20°C 3 years

4°C 2 years

In solvent -80°C 6 months

-20°C 1 month

Shipping Condition Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)

Biological Activity


Targets Microbial Metabolite Human Endogenous Metabolite
References

[1]. Amino acids: chemistry, biology and medicine (1990): 1164-1171.

Additional Infomation D-proline is the D-enantiomer of proline. It has a role as a mouse metabolite. It is a D-alpha-amino acid and a proline. It is a conjugate base of a D-prolinium. It is a conjugate acid of a D-prolinate. It is an enantiomer of a L-proline. It is a tautomer of a D-proline zwitterion.
D-proline is an isomer of the naturally occurring amino acid, L-Proline. D-amino acids have been found in relatively high abundance in human plasma and saliva. These amino acids may be of bacterial origin, but there is also evidence that they are endogenously produced through amino acid racemase activity.
D-proline has been reported in Antirrhinum majus, Homo sapiens, and other organisms with data available.
See also: Proline (annotation moved to).
Pharmacodynamics
L-Proline is a major amino acid found in cartilage and is important for maintaining youthful skin as well as repair of muscle, connective tissue and skin damage. It is also essential for the immune system, and for necessary balance of this formula. It is an essential component of collagen and is important for proper functioning of joints and tendons. L-Proline is extremely important for the proper functioning of joints and tendons. Helps maintain and strengthen heart muscles.

Solubility Data


Solubility (In Vitro) H2O: 25 mg/mL (217.15 mM)
DMSO: 2.78 mg/mL (24.15 mM)
Solubility (In Vivo) Solubility in Formulation 1: 12.5 mg/mL (108.57 mM) in PBS (add these co-solvents sequentially from left to right, and one by one), clear solution; with sonication.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 8.6858 mL 43.4292 mL 86.8583 mL
5 mM 1.7372 mL 8.6858 mL 17.3717 mL
10 mM 0.8686 mL 4.3429 mL 8.6858 mL
*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.