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D-Proline

CAS No.
344-25-2
Chemical Name:
D-Proline
Synonyms
Proline;D-PRO;H-D-PRO-OH;D-Pro-OH;(R)-PYRROLIDINE-2-CARBOXYLIC ACID;(2R)-Pyrrolidine-2-carboxylic acid;D-PYRROLIDINE-2-CARBOXYLIC ACID;D-PyrroL;D-PROLINE;D(+)-PROLINE
CBNumber:
CB2754303
Molecular Formula:
C5H9NO2
Molecular Weight:
115.13
MDL Number:
MFCD00064317
MOL File:
344-25-2.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-06-24 18:39:39

D-Proline Properties

Melting point 223 °C (dec.) (lit.)
alpha 84.75 º (c=4, H2O)
Boiling point 215.41°C (rough estimate)
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
InChI 1S/C5H9NO2/c7-5(8)4-2-1-3-6-4/h4,6H,1-3H2,(H,7,8)/t4-/m1/s1
InChIKey ONIBWKKTOPOVIA-SCSAIBSYSA-N
SMILES OC(=O)[C@H]1CCCN1
LogP -0.060 (est)
CAS DataBase Reference 344-25-2(CAS DataBase Reference)
FDA 21 CFR 582.5650
EWG's Food Scores 1
FDA UNII L01Q4LGZ5L
EPA Substance Registry System D-Proline (344-25-2)
UNSPSC Code 12352209
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P271-P280
Hazard Codes  Xi,Xn
Risk Statements  22-36/37/38
Safety Statements  22-24/25-36/37/39-26
WGK Germany  3
3-10
Hazard Note  Irritant
TSCA  TSCA listed
HS Code  29339990
Storage Class 11 - Combustible Solids
REACH Registrations Active
NFPA 704
1
0 0

D-Proline price More Price(122)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 858919 D-Proline ReagentPlus , ≥99% 344-25-2 500mg $51.2 2026-04-30 Buy
Sigma-Aldrich 858919 D-Proline ReagentPlus , ≥99% 344-25-2 5g $126 2026-04-30 Buy
TCI Chemical P0994 D-Proline >98.0%(T) 344-25-2 5g $72 2026-04-30 Buy
TCI Chemical P0994 D-Proline >98.0%(T) 344-25-2 25g $230 2026-04-30 Buy
Usbiological P9010-10 D-Proline, 99.9+% 344-25-2 5g $96 2026-06-04 Buy
Product number Packaging Price Buy
858919 500mg $51.2 Buy
858919 5g $126 Buy
P0994 5g $72 Buy
P0994 25g $230 Buy
P9010-10 5g $96 Buy

D-Proline Chemical Properties,Uses,Production

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.

Uses

proline is a skin-conditioning agent. An amino acid found in the collagen molecule.

Uses

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.

Uses

Labelled D-Proline Lasubine II and (+)-Cermizine C.

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

reaction suitability

reaction type: solution phase peptide synthesis

Synthesis

D-amino acids are an important class of chiral reagents and chiral intermediates. Currently, most of the D-amino acids are produced by synthesizing the racemates and then splitting them to obtain the optical isomers. The asymmetric conversion method, using (2 R,3R)-tartaric acid as the splitting agent and in the presence of butyraldehyde, allowed the simultaneous reaction of the racemization of L-proline and the salt crystallization of D-proline with (2 R,3R)-tartaric acid. The total yield was 82 %.

23356-96-9
344-25-2
Synthesis of D-Proline from L-(+)-Prolinol
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View Lastest Price from D-Proline manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
D-Proline pictures 2026-09-11 D-Proline
344-25-2
1kg 98.5%-101% 500kg WUHAN FORTUNA CHEMICAL CO., LTD
D-Proline pictures 2026-09-02 D-Proline
344-25-2
$1.10-32.00 1kg 99% Henan Fengda Chemical Co., Ltd
D-Proline pictures 2026-07-21 D-Proline
344-25-2
1kg 98% 20t Hubei Lidu New Material Technology Co., Ltd
  • D-Proline pictures
  • D-Proline
    344-25-2
  • 98.5%-101%
  • WUHAN FORTUNA CHEMICAL CO., LTD
  • D-Proline pictures
  • D-Proline
    344-25-2
  • $1.10-32.00
  • 99%
  • Henan Fengda Chemical Co., Ltd
  • D-Proline pictures
  • D-Proline
    344-25-2
  • $0.00
  • 98%
  • Hubei Lidu New Material Technology Co., Ltd
D-Proline≥ 99% (Assay) D-Proline,99%e.e. (R)-(+)-PROLINE (R)-PYRROLIDINE-2-CARBOXYLIC ACID D-2-PYRROLIDINECARBOXYLIC ACID D-PYRROLIDINE-2-CARBOXYLIC ACID D(+)-PROLINE D-PROLINE H-D-PYRD(2)-OH D-Proline,99% H-D-PRO-OH UPS24 (IN BULK QUANTITY) D-(+)-Prolin Glycinate Fumasuan Salt D-PROLINE, 99+% (98% EE/GLC) D-PyrroL idine-2-carboxyL Captopril Impurity 32 D-(+)-PROLINE ((R)-(+)-PROLINE) D-PROLINE extrapure D-Proline-d3 D-Proline, (2R)-2-Carboxypyrrolidine D-Proline ReagentPlus(R), >=99% D-Proline Vetec(TM) reagent grade, 98% D-Proline> D-Proline,98% D-Proline USP/EP/BP dextro-(+)-proline D-Proline CAS No. 344-25-2 D-Proline extrapure CHR, 99% D-Proline (9CI, ACI) Captopril Impurity 38 (2R)-pyrrolidin-1-ium-2-carboxylate (R)-pyrrolidine-2-carboxylic acid, 10 mM in DMSO D-Proline (2R)-Pyrrolidine-2-carboxylic acid D-Pro-OH D-PRO H-D-PRO-OH Proline 344-25-2 24344-25-2 145-85-3 344-25-5 344-25-0 C5H9NO2 CARBOXYLIC ACID Amino Acid Derivatives Peptide Synthesis Specialty Synthesis Proline Amino Acids and Derivatives Proline [Pro, P] Amino Acids and Derivatives alpha-Amino Acids Amino Acids Biochemistry Amino Acids & Derivatives Heterocycles