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Merck
CN

H1256

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:
Molecular Weight:
263.25
UNSPSC Code:
12352106
NACRES:
NA.22
PubChem Substance ID:
EC Number:
251-818-1
Beilstein/REAXYS Number:
1545011
MDL number:
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Product Name

3-(4-Hydroxyphenyl)propionic acid N-hydroxysuccinimide ester, ~90%

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

SMILES string

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

assay

~90%

reaction suitability

reagent type: linker

mp

132-133 °C (lit.)

application(s)

peptide synthesis

storage temp.

−20°C

Quality Level

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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

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Radioimmunoassay of iodinated gentamicin
Broughton, Alan and Strong, James E
Clinica Chimica Acta; International Journal of Clinical Chemistry, 66(1), 125-129 (1976)
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)
P Portolés et al.
Journal of immunological methods, 129(1), 105-109 (1990-05-08)
A method for the vectorial radioiodination of CD4 and other membrane proteins having few or no tyrosine residues in the extracytoplasmic domains is described. Incubation of the cells with sulfosuccinimidyl (hydroxyphenyl) propionate (sulfo-SHPP), a water-soluble derivative of the Bolton-Hunter reagent
E Marshall et al.
Molecular and biochemical parasitology, 15(3), 295-304 (1985-06-01)
The specificity of a range of 125I labelling techniques (Chloramine T, Iodogen, Bolton and Hunter reagent, lactoperoxidase and iodosulfanilic acid) to the surface of the filarial nematode Brugia pahangi was evaluated by autoradiography of sections of labelled worms and of
M Rack et al.
Pflugers Archiv : European journal of physiology, 400(4), 403-408 (1984-04-01)
Several reagents that react with sulfhydryl and amino groups were applied to voltage-clamped single nerve fibres of the frog. The fibres were exposed to comparable amounts of the chemical reagents for relatively short times. 3-(p-Hydroxyphenyl)propionic acid N-hydroxysuccinimide ester (HPPS), a

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