441562
trans-1-Acetyl-4-hydroxy-L-proline
≥98%, for peptide synthesis
Synonym(s):
N-Acetyl-L-hydroxyproline
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About This Item
Empirical Formula (Hill Notation):
C7H11NO4
CAS Number:
Molecular Weight:
173.17
Beilstein:
84043
EC Number:
MDL number:
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.22
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Product Name
trans-1-Acetyl-4-hydroxy-L-proline, ≥98%
Assay
≥98%
form
powder
optical activity
[α]20/D −119°, c = 4 in H2O
reaction suitability
reaction type: solution phase peptide synthesis
mp
132-133 °C (dec.) (lit.)
application(s)
peptide synthesis
SMILES string
CC(=O)N1C[C@H](O)C[C@H]1C(O)=O
InChI
1S/C7H11NO4/c1-4(9)8-3-5(10)2-6(8)7(11)12/h5-6,10H,2-3H2,1H3,(H,11,12)/t5-,6+/m1/s1
InChI key
BAPRUDZDYCKSOQ-RITPCOANSA-N
Related Categories
Application
trans-1-Acetyl-4-hydroxy-L-proline can be used:
- In the stereospecific synthesis of 4-fluoroglutamic acid.[1]
- To synthesize molecular targets for von Hippel-Lindau (VHL) E3 ubiquitin ligase.[2]
- As a precursor to synthesize pseudopoly(amino acids) such as poly(trans-4-hydroxy-4-acyl-L-proline ester)[3] and a biodegradable polymer, poly(lactic acid-glycolic acid-4-hydroxyproline).[4]
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Dam. 1
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Structure-guided design and optimization of small molecules targeting the protein?protein interaction between the von Hippel?Lindau (VHL) E3 ubiquitin ligase and the hypoxia inducible factor (HIF) alpha subunit with in vitro nanomolar affinities.
Galdeano C, et al.
Journal of Medicinal Chemistry, 57(20), 8657-8663 (2014)
Stereospecific syntheses of all four stereoisomers of 4-fluoroglutamic acid.
Hudlicky M.
Journal of Fluorine Chemistry, 60(2-3), 193-210 (1993)
Pseudopoly (amino acids): A Study of the Synthesis and Characterization of Poly (trans-4-hydroxy-N-acyl-L-proline esters).
Kwon H Y and Langer R
Macromolecules, 22(8), 3250-3255 (1989)
Synthesis and characterization of a novel biodegradable polymer poly (lactic acid?glycolic acid?4?hydroxyproline).
Duan J, et al.
Journal of Applied Polymer Science, 103(6), 3585-3590 (2007)
G Lachmann et al.
Arzneimittel-Forschung, 40(2 Pt 1), 200-206 (1990-02-01)
Blood and plasma levels and renal and faecal excretion of 14C-oxaceprol (N-acetyl-4-hydroxyproline, AHP 200) were measured after p.o. and after i.m. administration to 3 male Beagle dogs each. In addition, the concentration of 14C-oxaceprol equivalents in synovia was determined at
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