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H-D-cis-Hyp-OH

CAT: 0804-HY-W008129-01Size: 1 gDry Ice: NoHazardous: No
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CAT#:0804-HY-W008129-01Size:1 g
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Description
H-D-cis-Hyp-OH (cis-4-Hydroxy-D-proline) is a proline derivative involved in bacterial metabolic pathways and is a substrate for cis-4-hydroxy-D-proline dehydrogenase. H-D-cis-Hyp-OH is a precursor for the synthesis of conformationally constrained PNA adenine monomers and can be used to study the specificity and kinetics of D-alanine dehydrogenase[1][2].
CAS Number
2584-71-6
UNSPSC
12352005
Hazard Statement
H302, H315, H319, H335
Target
Endogenous Metabolite
Type
Natural Products
Related Pathways
Metabolic Enzyme/Protease
Applications
Metabolism-protein/nucleotide metabolism
Field of Research
Infection
Assay Protocol
https://www.medchemexpress.com/h-d-cis-hyp-oh.html
Concentration
10mM
Purity
98.0
Solubility
DMSO : < 1 mg/mL|H2O : 100 mg/mL (ultrasonic)
Smiles
[C@H]1(NC[C@H](O)C1)C(=O)O
Molecular Formula
C5H9NO3
Molecular Weight
131.13
Precautions
H302, H315, H319, H335
References & Citations
[1]Püschl A, et, al. Pyrrolidine PNA: a novel conformationally restricted PNA analogue. Org Lett. 2000 Dec 28;2 (26) :4161-3.|[2]Watanabe S, et, al. Characterization of cis-4-hydroxy-D-proline dehydrogenase from Sinorhizobium meliloti. Biosci Biotechnol Biochem. 2018 Jan;82 (1) :110-113.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Natural Products
Clinical Information
No Development Reported

Chemical Information

Cis-4-Hydroxy-D-Proline

Cis-4-hydroxy-D-proline is a 4-hydroxy-D-proline in which the hydroxy group at position 4 has R-configuration. It has a role as a metabolite and a mouse metabolite. It is a tautomer of a cis-4-hydroxy-D-proline zwitterion.

CAS Number2584-71-6
PubChem CID440014
IUPAC Name(2R,4R)-4-hydroxypyrrolidine-2-carboxylic acid
Molecular FormulaC5H9NO3
Molecular Weight131.13
XLogP-3.3
Topological Polar Surface Area69.6
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count4
Rotatable Bond Count1
Heavy Atom Count9
Formal Charge0
Complexity125
SMILES
C1[C@H](CN[C@H]1C(=O)O)O
InChI
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
InChIKey
PMMYEEVYMWASQN-QWWZWVQMSA-N
Chemical Structure
2D Structure
2D structure of Cis-4-Hydroxy-D-Proline
CAS: 2584-71-6
CID: 440014
Formula: C5H9NO3
MW: 131.13
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight131.13
XLogP3-3.3
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count4
Rotatable Bond Count1
Exact Mass131.058243149
Monoisotopic Mass131.058243149
Topological Polar Surface Area69.6 Ų
Heavy Atom Count9
Formal Charge0
Complexity125
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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