Name | D-Proline |
Synonyms | D-Pro-OH D-Proline H-D-Pro-OH D(+)-PROLINE D-(+)-Proline (R)-(+)-PROLINE D-2-PYRROLIDINECARBOXYLIC ACID D-PYRROLIDINE-2-CARBOXYLIC ACID D-Pyrrolidine-2-carboxylic acid (R)-PYRROLIDINE-2-CARBOXYLIC ACID |
CAS | 344-25-2 |
EINECS | 206-452-7 |
InChI | InChI=1/C5H9NO2/c7-5(8)4-2-1-3-6-4/h4,6H,1-3H2,(H,7,8)/t4-/m1/s1 |
InChIKey | ONIBWKKTOPOVIA-SCSAIBSYSA-N |
Molecular Formula | C5H9NO2 |
Molar Mass | 115.13 |
Density | 1.36 |
Melting Point | 223 °C (dec.) (lit.) |
Boling Point | 215.41°C (rough estimate) |
Specific Rotation(α) | 84.75 º (c=4, H2O) |
Water Solubility | soluble >1000 g/L (20 ºC) |
Solubility | Soluble in water and ethanol |
Appearance | White crystal or crystalline powder |
Color | White to yellow to pale brown |
BRN | 80811 |
pKa | 1.952(at 25℃) |
Storage Condition | Inert atmosphere,Room Temperature |
Sensitive | Hygroscopic |
Refractive Index | 85 ° (C=4, H2O) |
MDL | MFCD00064317 |
Use | For synthetic drugs |
Risk Codes | R22 - Harmful if swallowed R36/37/38 - Irritating to eyes, respiratory system and skin. |
Safety Description | S22 - Do not breathe dust. S24/25 - Avoid contact with skin and eyes. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. |
WGK Germany | 3 |
FLUKA BRAND F CODES | 3-10 |
TSCA | Yes |
HS Code | 29339990 |
Hazard Note | Irritant |
Raw Materials | L(-)-Proline |
Reference Show more | 1. [IF=7.1] Haiyan Fu et al."Rational design of an “on-off-on” fluorescent assay for chiral amino acids based on quantum dots and nanoporphyrin."Sensor Actuat B-Chem. 2019 May;287:1 2. [IF=7.79] Ye Lu et al."Enhancing hydrogel-based long-lasting chemiluminescence by a platinum-metal organic framework and its application in array detection of pesticides and D-amino acids."Nanoscale. 2020 Feb;12(8):4959-4967 |
EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
application | D-proline is a white crystalline powder substance and can be used as a chiral intermediate. |
synthesis method | D-amino acid is an important class of chiral reagents and chiral intermediates. At present, most of the production of D-amino acids is to prepare racemates by synthetic methods, and then split to obtain optical isomers. Using asymmetric conversion method, (2 R,3R) -tartaric acid as the splitting agent, the two-step reaction of the racemization of L-proline and the salt crystallization of D-proline and (2 R,3R) -tartaric acid was carried out simultaneously in the presence of butyraldehyde. The total yield reached 82%. |
biological activity | D-proline are isomers of natural amino acid L-Proline. |
use | used in the synthesis of drugs and food and feed additives used in the asymmetric self-condensation reaction of β-violet acetaldehyde (β-ionylideneacetaldehyde), retinaldehyde (retinal) and related compounds. |