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441562

Sigma-Aldrich

trans-1-Acetyl-4-hydroxy-L-proline

≥98%, for peptide synthesis

Synonym(s):

N-Acetyl-L-hydroxyproline

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$175.00

$175.00

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10 G
$175.00

About This Item

Empirical Formula (Hill Notation):
C7H11NO4
CAS Number:
33996-33-7
Molecular Weight:
173.17
Beilstein/REAXYS Number:
84043
EC Number:
251-780-6
MDL number:
MFCD00037339
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
24867668
NACRES:
NA.22

$175.00

Available to ship onApril 15, 2025Details

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Product Name

trans-1-Acetyl-4-hydroxy-L-proline, ≥98%

Quality Level

100

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]

pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H318

Hazard Classifications

Eye Dam. 1

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCW4937
MKCM2266
MKCM2330
MKCM2673
MKCL5477

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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)
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)
Stereospecific syntheses of all four stereoisomers of 4-fluoroglutamic acid.
Hudlicky M.
Journal of Fluorine Chemistry, 60(2-3), 193-210 (1993)
A Harris et al.
European journal of medical research, 3(4), 182-188 (1998-05-16)
Oxaceprol, an established drug for treatment of degenerative joint disease, has recently been shown in vitro to reduce leukocyte adhesion to cultured endothelial cells and leukocyte extravasation in vivo in an arthritis animal model. The aim of this study was
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