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Sigma-Aldrich

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:
609-36-9
Molecular Weight:
115.13
Beilstein/REAXYS Number:
80812
EC Number:
210-189-3
MDL number:
MFCD00005250
UNSPSC Code:
12352209
PubChem Substance ID:
24850387
NACRES:
NA.22

product name

DL-Proline, ReagentPlus®, 99%

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

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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_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
Recent Progress in Solid-Phase Total Synthesis of Naturally Occurring Small Peptides
H Yan
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