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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

Assay

~90%

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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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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
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
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
Comparative methods for the radiolabeling of peptides.
A E Bolton
Methods in enzymology, 124, 18-29 (1986-01-01)
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