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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
PubChem Substance ID:
UNSPSC Code:
12352200
Beilstein/REAXYS Number:
4130229
MDL number:
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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

assay

95%

reaction suitability

reaction type: solution phase peptide synthesis

application(s)

peptide synthesis

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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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
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
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
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)
Sanjay Morzaria et al.
The Journal of otolaryngology, 34(5), 297-303 (2005-09-27)
To develop an evidence-based algorithm for determining the etiology of bilateral sensorineural hearing loss (SNHL) in a child. The frequency of different etiologies was previously determined. A systematic review of the literature for articles published between 1940 and January 2003

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