420174
cis-3-Hydroxy-DL-proline
95%
Synonym(s):
(±)-cis-3-Hydroxypyrrolidine-2-carboxylic acid
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All Photos(1)
About This Item
Empirical Formula (Hill Notation):
C5H9NO3
CAS Number:
Molecular Weight:
131.13
Beilstein/REAXYS Number:
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
11 - Combustible Solids
wgk_germany
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Mary Ann Weis et al.
The Journal of biological chemistry, 285(4), 2580-2590 (2009-11-27)
Collagen triple helices are stabilized by 4-hydroxyproline residues. No function is known for the much less common 3-hydroxyproline (3Hyp), although genetic defects inhibiting its formation cause recessive osteogenesis imperfecta. To help understand the pathogenesis, we used mass spectrometry to identify
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
David M Hudson et al.
PloS one, 6(5), e19336-e19336 (2011-05-12)
Recessive mutations that prevent 3-hydroxyproline formation in type I collagen have been shown to cause forms of osteogenesis imperfecta. In mammals, all A-clade collagen chains with a GPP sequence at the A1 site (P986), except α1(III), have 3Hyp at residue
B Lubec et al.
The Journal of pediatrics, 123(5), 748-751 (1993-11-01)
Because disturbed conformation of connective tissue proteins can be accompanied by increased racemization (i.e., an increased ratio of dextrorotatory (D) to levorotatory (L) amino acid molecules), we studied by high-performance liquid chromatography the renal excretion of the D-form of the
B Bartosch et al.
Archives of disease in childhood, 66(2), 248-251 (1991-02-01)
Alport's syndrome is characterised by morphological and structural changes of the renal basement membranes. As the hydroxyproline content of isolated glomerular basement membranes is reduced in patients with Alport's syndrome, it is possible that the renal excretion of 3-hydroxproline (3-OHP)
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