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858919 Sigma-Aldrich

D-Proline

ReagentPlus®, ≥99%

Synonym: (R)-Pyrrolidine-2-carboxylic acid

  • CAS Number 344-25-2

  • Empirical Formula (Hill Notation) C5H9NO2

  • Molecular Weight 115.13

  •  Beilstein/REAXYS Number 80811

  •  EC Number 206-452-7

  •  MDL number MFCD00064317

  •  PubChem Substance ID 24888479

  •  NACRES NA.22

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Properties

Related Categories Amino Acids & Derivatives, Chemical Biology, Chemical Synthesis, Peptide Synthesis and Peptide Chemistry, Proline More...
Quality Level   200
product line   ReagentPlus®
assay   ≥99%
optical activity   [α]22/D +85.0°, c = 4 in H2O
optical purity   ee: 98% (GLC)
application(s)   peptide synthesis: suitable
mp   223 °C (dec.) (lit.)
SMILES string   OC(=O)[C@H]1CCCN1
InChI   1S/C5H9NO2/c7-5(8)4-2-1-3-6-4/h4,6H,1-3H2,(H,7,8)/t4-/m1/s1
InChI key   ONIBWKKTOPOVIA-SCSAIBSYSA-N

Description

Application

D-Proline is a key starting material in the total synthesis of (−)-secu′amamine A and (R)-harmicine.
• It can be used as a ligand for the synthesis of chiral polyoxometalate (POM) clusters.
• It can also be used as a catalyst in the enantioselective α-aminoxylation of aldehydes.

Packaging

5 g in glass bottle

500 mg in glass bottle

Other Notes

Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. 858919.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Legal Information

ReagentPlus is a registered trademark of Sigma-Aldrich Co. LLC

Safety & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles

Articles

HPLC Analysis of Proline Enantiomers on Astec® CHIROBIOTIC® T (Formic Acid Mobile Phase Additive)

From our library of Articles, Sigma-Aldrich presents HPLC Analysis of Proline Enantiomers on Astec® CHIROBIOTIC® T (Formic Acid Mobile Phase Additive)
Keywords: Chromatography, High performance liquid chromatography

Peer-Reviewed Papers
15

References

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