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L-Hydroxyprolin

CAT: 0013-GTR19159123-01Size: 1 gDry Ice: NoHazardous: No
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Description
Hydroxyproline is a hydroxylated form of the imino acid proline. A deficiency in ASCORBIC ACID can result in impaired hydroxyproline formation. (In Vitro) :L-Hydroxyproline (Trans-4-hydroxy-L-proline; Trans-Hyp) has been widely used in medicine, biochemistry, food, cosmetic and other aspects of industry. Additionally, L-Hydroxyproline has also been found in the composition of some secondary metabolites such as actinomycins and echinocandins. L-Hydroxyproline is manufactured industrially most by acid hydrolysis of mammalian collagen because of its rich amount in the collagen.
CAS Number
51-35-4
Product Name Alternative
Hydroxyproline | Oxaceprol | NSC 46704
Purity
>98% (HPLC)
Solubility
In Vitro: H2O : 50 mg/mL (381.30 mM)
Smiles
C1C (CNC1C (=O) O) O
Molecular Formula
C5H9NO3
Molecular Weight
131.13
Storage Conditions
Storage temperature: -20°C. Stability: ≥ 2 years
Notes
For research use only.
Other Product Names
(2S) -4-hydroxypyrrolidine-2-carboxylic acid

Chemical Information

L-Hydroxyproline

Trans-4-hydroxy-L-proline is an optically active form of 4-hydroxyproline having L-trans-configuration. It has a role as a mouse metabolite, a plant metabolite and a human metabolite. It is a tautomer of a trans-4-hydroxy-L-proline zwitterion.

CAS Number51-35-4
PubChem CID5810
IUPAC Name(2S,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-DMTCNVIQSA-N
Chemical Structure
2D Structure
2D structure of L-Hydroxyproline
CAS: 51-35-4
CID: 5810
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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