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Merck
CN

420174

cis-3-Hydroxy-DL-proline

95%

Synonym(s):

(±)-cis-3-Hydroxypyrrolidine-2-carboxylic acid

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About This Item

Empirical Formula (Hill Notation):
C5H9NO3
CAS Number:
Molecular Weight:
131.13
Beilstein:
4130229
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
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Assay

95%

reaction suitability

reaction type: solution phase peptide synthesis

mp

232 °C (dec.) (lit.)

application(s)

peptide synthesis

SMILES string

O[C@@H]1CCN[C@@H]1C(O)=O

InChI

1S/C5H9NO3/c7-3-1-2-6-4(3)5(8)9/h3-4,6-7H,1-2H2,(H,8,9)/t3-,4+/m1/s1

InChI key

BJBUEDPLEOHJGE-DMTCNVIQSA-N

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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

Regulatory Information

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A J Bos et al.
Nihon eiseigaku zasshi. Japanese journal of hygiene, 49(4), 797-806 (1994-10-01)
to observe the influence of aging on urinary secretion of 3-hydroxyproline (3-Hyp) in normal subjects and in cancer patients and study the effects of aging on the accuracy of urinary 3-Hyp as a general-purpose cancer screening test. We reanalyzed, from
Stephen M Krane
Amino acids, 35(4), 703-710 (2008-04-24)
Collagens are among proteins that undergo several post-translational modifications, such as prolyl hydroxylation, that occur during elongation of the nascent chains in the endoplasmic reticulum. The major structural collagens, types I, II and III, have large, uninterrupted triple helices, comprising
David M Hudson et al.
Biochemistry, 51(12), 2417-2424 (2012-03-03)
Proline residues in collagens are extensively hydroxylated post-translationally. A rare form of this modification, (3S,2S)-l-hydroxyproline (3Hyp), remains without a clear function. Disruption of the enzyme complex responsible for prolyl 3-hydroxylation results in severe forms of recessive osteogenesis imperfecta (OI). These
A new rapid method for quantitating radioactive proline, 4-hydroxyproline, and 3-hydroxyproline.
S C Tseng et al.
Analytical biochemistry, 102(2), 291-299 (1980-03-01)
Improved method for the evaluation of 3-hydroxyproline and 4-hydroxyproline in the urine.
G Bellon et al.
Journal of chromatography, 230(2), 420-426 (1982-07-09)

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