H5877
cis-4-Hydroxy-D-proline
≥98% (TLC), suitable for ligand binding assays
Synonym(s):
(2R,4R)-(+)-4-Hydroxy-2-pyrrolidinecarboxylic acid, D-allo-Hydroxyproline
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About This Item
Empirical Formula (Hill Notation):
C5H9NO3
CAS Number:
Molecular Weight:
131.13
NACRES:
NA.26
PubChem Substance ID:
UNSPSC Code:
12352209
EC Number:
219-963-5
MDL number:
Beilstein/REAXYS Number:
81439
Product Name
cis-4-Hydroxy-D-proline,
assay
≥98% (TLC)
Quality Level
form
powder
technique(s)
ligand binding assay: suitable
color
white
mp
243 °C (dec.) (lit.)
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-/m1/s1
InChI key
PMMYEEVYMWASQN-QWWZWVQMSA-N
Biochem/physiol Actions
Cis-4-Hydroxy-D-proline may be used as a starting material for the 13-step synthesis of new conformationally restricted PNA adenine monomer and the synthesis of N-Benzyl pyrrolidinyl sordaricin derivatives. Cis-4-Hydroxy-D-proline is a substrate that may be used to study the specificity and kinetics of D-alanine dehydrogenase. Cis-4-Hydroxy-D-proline may be used to analyze the substrate specificity of amino acid transporter PAT1.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Masami Arai et al.
Bioorganic & medicinal chemistry letters, 12(19), 2733-2736 (2002-09-10)
N-Benzyl pyrrolidinyl sordaricin derivatives have been synthesized from cis-4-hydroxy-D-proline in a stereocontrolled manner. These compounds maintained moderate antifungal activity against several pathogenic fungal strains. Their MIC values against Candida albicans were in the range of 0.25-2 microg/mL.
A Püschl et al.
Organic letters, 2(26), 4161-4163 (2001-01-11)
[reaction:see text] A new conformationally restricted PNA adenine monomer has been synthesized in 13 steps from cis-4-hydroxy-D-proline. A fully modified adenine decamer displayed improved binding affinity toward complementary DNA and RNA oligonucleotides as compared to that of the parent PNA
L Metzner et al.
Amino acids, 31(2), 111-117 (2006-05-16)
The proton coupled amino acid transporter PAT1 expressed in intestine, brain, and other organs accepts L- and D-proline, glycine, and L-alanine but also pharmaceutically active amino acid derivatives such as 3-amino-1-propanesulfonic acid, L-azetidine-2-carboxylic acid, and cis-4-hydroxy-D-proline as substrates. We systematically
Global Trade Item Number
| SKU | GTIN |
|---|---|
| H5877-10G | 04061832416519 |
| H5877-250MG | 04061833799888 |
| H5877-1G | 04061826059753 |