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Merck

171824

DL-Proline

99%, for peptide synthesis, ReagentPlus®

Synonym(s):

(±)-Pyrrolidine-2-carboxylic acid

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About This Item

Empirical Formula (Hill Notation):
C5H9NO2
CAS Number:
Molecular Weight:
115.13
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352209
EC Number:
210-189-3
MDL number:
Beilstein/REAXYS Number:
80812
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Product Name

DL-Proline, ReagentPlus®, 99%

Quality Level

product line

ReagentPlus®

assay

99%

form

powder

reaction suitability

reaction type: solution phase peptide synthesis

mp

208 °C (dec.) (lit.)

application(s)

peptide synthesis

SMILES string

OC(=O)C1CCCN1

InChI

1S/C5H9NO2/c7-5(8)4-2-1-3-6-4/h4,6H,1-3H2,(H,7,8)

InChI key

ONIBWKKTOPOVIA-UHFFFAOYSA-N

General description

DL-Proline, also known as 2-pyrrolidinylcarboxylic acid, is an amino acid commonly used in solution-phase peptide synthesis due to its ability to act as a turn inducer resulting from its restricted phi( ϕ) angle.

Application

DL-Proline can be is used in the preparation of cis-aminoproline-alkene (cis-Apa)linker, which is further used as an intermediate compound for the synthesis of cyclic pseudopeptides via solution phase peptide synthesis.

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany


Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



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Recent Progress in Solid-Phase Total Synthesis of Naturally Occurring Small Peptides
H Yan
Advanced Synthesis & Catalysis, 364, 1934-1961 (2022)
cis-Apa: A practical linker for the microwave-assisted preparation of cyclic pseudopeptides via RCM cyclative cleavage
A Baron
The Journal of Organic Chemistry, 76, 766-772 (2011)
Antoinette Bugyei-Twum et al.
Cardiovascular diabetology, 13, 89-89 (2014-06-03)
Despite advances in the treatment of heart failure, mortality remains high, particularly in individuals with diabetes. Activated transforming growth factor beta (TGF-β) contributes to the pathogenesis of the fibrotic interstitium observed in diabetic cardiomyopathy. We hypothesized that high glucose enhances