D-Proline
Synonym(s):(R)-Pyrrolidine-2-carboxylic acid;(S)-Pyrrolidine-2-carboxylic acid;L -Proline
- CAS NO.:344-25-2
- Empirical Formula: C5H9NO2
- Molecular Weight: 115.13
- MDL number: MFCD00064317
- EINECS: 206-452-7
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-11-05 08:26:49
What is D-Proline?
Chemical properties
White to off-white powder
Occurrence
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.
The Uses of D-Proline
Labelled D-Proline Lasubine II and (+)-Cermizine C.
The Uses of D-Proline
Used in the synthesis of (R)-(+)-N-Boc-Pipecolic Acid, (S)-(-)-Coniine, (S)-(+)-Pelletierine, (+)-.beta.-Conhydrine, and (S)-(-)-Ropivacaine and formal synthesis of (-)-Lasubine II and (+)-Cermizine C.
The Uses of D-Proline
proline is a skin-conditioning agent. An amino acid found in the collagen molecule.
Definition
ChEBI: 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.
Synthesis Reference(s)
Journal of the American Chemical Society, 71, p. 2818, 1949 DOI: 10.1021/ja01176a065
Tetrahedron Letters, 28, p. 6469, 1987 DOI: 10.1016/S0040-4039(00)96890-4
Properties of D-Proline
Melting point: | 223 °C (dec.) (lit.) |
Boiling point: | 215.41°C (rough estimate) |
alpha | 84.75 º (c=4, H2O) |
Density | 1.36 |
refractive index | 85 ° (C=4, H2O) |
storage temp. | Inert atmosphere,Room Temperature |
solubility | Methanol (Slightly), Water (Sparingly) |
pka | 1.952(at 25℃) |
form | Powder |
color | White to yellow to pale brown |
optical activity | [α]22/D +85.0°, c = 4 in H2O |
Water Solubility | soluble >1000 g/L (20 ºC) |
Sensitive | Hygroscopic |
BRN | 80811 |
CAS DataBase Reference | 344-25-2(CAS DataBase Reference) |
EPA Substance Registry System | D-Proline (344-25-2) |
Safety information for D-Proline
Signal word | Warning |
Pictogram(s) |
Exclamation Mark Irritant GHS07 |
GHS Hazard Statements |
H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation |
Precautionary Statement Codes |
P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P271:Use only outdoors or in a well-ventilated area. P280:Wear protective gloves/protective clothing/eye protection/face protection. |
Computed Descriptors for D-Proline
InChIKey | ONIBWKKTOPOVIA-SCSAIBSYSA-N |
Abamectin manufacturer
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