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702501

Sigma-Aldrich

trans-4-Hydroxy-D-proline

97%

Synonym(s):

(2R,4S)-4-Hydroxypyrrolidine-2-carboxylic acid

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About This Item

Empirical Formula (Hill Notation):
C5H9NO3
CAS Number:
3398-22-9
Molecular Weight:
131.13
MDL number:
MFCD00065608
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
329762380
NACRES:
NA.22

Assay

97%

form

powder

reaction suitability

reaction type: solution phase peptide synthesis

mp

261 °C (dec)

application(s)

peptide synthesis

SMILES string

O[C@@H]1CN[C@H](C1)C(O)=O

InChI

1S/C5H9NO3/c7-3-1-4(5(8)9)6-2-3/h3-4,6-7H,1-2H2,(H,8,9)/t3-,4+/m0/s1

InChI key

PMMYEEVYMWASQN-IUYQGCFVSA-N

Pictograms

Health hazardExclamation mark
GHS08,GHS07

Signal Word

Danger

Hazard Statements

H302,H315,H319,H334,H335

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Resp. Sens. 1 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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Sigma-Aldrich

H5534

trans-4-Hydroxy-L-proline

Hydroxyproline Pharmaceutical Secondary Standard; Certified Reference Material

Supelco

PHR1939

Hydroxyproline

D-Proline ReagentPlus®, ≥99%

Sigma-Aldrich

858919

D-Proline

Ashley C Campbell et al.
Archives of biochemistry and biophysics, 698, 108727-108727 (2020-12-18)
Proline utilization A (PutA) proteins are bifunctional proline catabolic enzymes that catalyze the 4-electron oxidation of l-proline to l-glutamate using spatially-separated proline dehydrogenase and l-glutamate-γ-semialdehyde dehydrogenase (GSALDH, a.k.a. ALDH4A1) active sites. The observation that l-proline inhibits both the GSALDH activity
Takenori Satomura et al.
Applied microbiology and biotechnology, 99(10), 4265-4275 (2014-12-05)
A gene from the thermophilic Gram-negative bacterium Rhodothermus marinus JCM9785, encoding a dye-linked D-amino acid dehydrogenase homologue, was overexpressed in Escherichia coli, and its product was purified and characterized. The expressed enzyme was a highly thermostable dye-linked D-amino acid dehydrogenase
István Ilisz et al.
Journal of chromatography. A, 1363, 169-177 (2014-07-20)
Two chiral stationary phases containing a quinine- or a quinidine-based zwitterionic ion-exchanger as chiral selector were applied for the enantioseparation of 27 unusual cyclic secondary α-amino acids. The effects of the nature and concentration of the bulk solvent, the acid

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