Skip to Content
MilliporeSigma

Key Documents

View All Documentation

Skip To

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

Sign In to View Organizational & Contract Pricing.

Select a Size

Change View
Pack SizeSKUAvailabilityPrice
10 g
Check Cart for Availability
$981.00

About This Item

Empirical Formula (Hill Notation):
C5H9NO3
CAS Number:
2584-71-6
Molecular Weight:
131.13
NACRES:
NA.26
PubChem Substance ID:
24895713
UNSPSC Code:
12352209
EC Number:
219-963-5
MDL number:
MFCD00005252
Beilstein/REAXYS Number:
81439

$981.00

Check Cart for Availability
​
Request a Bulk Order
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

Product Name

cis-4-Hydroxy-D-proline,

assay

≥98% (TLC)

Quality Level

100

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.

Compare Similar Items

View Full Comparison

Show Differences

1 of 1

This Item
H1637H7750A8054
cis-4-Hydroxy-D-proline

Sigma-Aldrich

H5877

cis-4-Hydroxy-D-proline

cis-4-Hydroxy-L-proline collagen synthesis inhibitor

Sigma-Aldrich

H1637

cis-4-Hydroxy-L-proline

DL-Histidine ≥99% (TLC)

Sigma-Aldrich

H7750

DL-Histidine

D(−)-2-Amino-5-phosphonopentanoic acid NMDA receptor antagonist

Sigma-Aldrich

A8054

D(−)-2-Amino-5-phosphonopentanoic acid

form

powder

form

powder

form

powder

form

powder

assay

≥98% (TLC)

assay

≥98% (TLC)

assay

≥99% (TLC)

assay

≥98% (TLC)

technique(s)

ligand binding assay: suitable

technique(s)

ligand binding assay: suitable

technique(s)

ligand binding assay: suitable

technique(s)

ligand binding assay: suitable

color

white

color

white to faint yellow

color

-

color

white

Quality Level

100

Quality Level

100

Quality Level

200

Quality Level

100

mp

243 °C (dec.) (lit.)

mp

257 °C (dec.) (lit.)

mp

273 °C (dec.) (lit.)

mp

245-246 °C

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
BCCM2989
BCCG9394
BCCF4983
BCBZ4953
BCBW4903

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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
View All Related Papers

Global Trade Item Number

SKUGTIN
H5877-10G04061832416519
H5877-250MG04061833799888
H5877-1G04061826059753

Questions

Reviews

No rating value

Active Filters