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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
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