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Merck
CN

H1256

Sigma-Aldrich

3-(4-Hydroxyphenyl)propionic acid N-hydroxysuccinimide ester

~90%

Synonym(s):

N-Succinimidyl 3-(4-hydroxyphenyl)propionate, N-[(4-Hydroxyhydrocinnamoyl)oxy]succinimide, Bolton-Hunter reagent precursor, Rudinger reagent, SHPP

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About This Item

Empirical Formula (Hill Notation):
C13H13NO5
CAS Number:
34071-95-9
Molecular Weight:
263.25
Beilstein:
1545011
EC Number:
251-818-1
MDL number:
MFCD00005515
UNSPSC Code:
12352106
PubChem Substance ID:
57654229
NACRES:
NA.22

Key Documents

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Assay

~90%

Quality Level

100

reaction suitability

reagent type: linker

mp

132-133 °C (lit.)

application(s)

peptide synthesis

storage temp.

−20°C

SMILES string

Oc1ccc(CCC(=O)ON2C(=O)CCC2=O)cc1

InChI

1S/C13H13NO5/c15-10-4-1-9(2-5-10)3-8-13(18)19-14-11(16)6-7-12(14)17/h1-2,4-5,15H,3,6-8H2

InChI key

KYRUKRFVOACELK-UHFFFAOYSA-N

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Related Categories

Application

3-(4-Hydroxyphenyl)propionic acid N-hydroxysuccinimide ester can be used to prepare 125I-labeled reagents, which are used in binding assay studies of proteins and peptides.

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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Certificates of Analysis (COA)

Lot/Batch Number
STBL0370
STBL1327
STBJ4676
STBG8074
STBG7695

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Preparation of 125-I-labeled oligosaccharide derivatives with the aid of 3-(4-hydroxyphenyl) propionic acid N-hydroxysuccinimide ester
Himmelspach K, et al.
Febs Letters, 75(1-2), 154-158 (1977)
Radioimmunoassay of iodinated gentamicin
Broughton, Alan and Strong, James E
Clinica Chimica Acta; International Journal of Clinical Chemistry, 66(1), 125-129 (1976)
Comparative methods for the radiolabeling of peptides.
A E Bolton
Methods in enzymology, 124, 18-29 (1986-01-01)
R H Raja et al.
Analytical biochemistry, 139(1), 168-177 (1984-05-15)
Present procedures to obtain radiolabeled hyaluronic acid derivatives are limited to low-specific-activity isotopes and small amounts of material, and often involve multiple points of chemical modification within the polymer. A synthesis has been developed which affords large quantities of a
M P Merker et al.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 4(12), 3040-3048 (1990-09-01)
To study the biochemical characteristics of endothelium in vivo, we radioiodinated endothelial membrane proteins of the perfused rabbit lung using a water soluble analog of the Bolton-Hunter reagent, 125I-sulfosuccinimidyl (hydroxyphenyl) propionate (125I-s-SHPP). This technique led to a 10-fold increase in
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