34071-95-9

Basic information

• Product Name: BOLTON-HUNTER REAGENT
• Synonyms: 3-(P-HYDROXYPHENYL)PROPIONIC ACID*N-HYDR OXYSUCCINIM;3-(4-HYDROXYPHENYL)PROPIONIC ACID N-HYDROXYSUCCINIMIDE ESTER, TECH., 90%;3-(4-HYDROXYPHENYL)PROPIONIC ACID N-HYDR OXYSUCCINIMIDE ESTE;3-(4-Hydroxyphenyl)propionic acid N-hydroxysuccinimide ester, 99+%;3-(4-hydroxyphenyl)propionic acid N-hydroxysuccinimide est;N-[(4-Hydroxyhydrocinnamoyl)oxy]succinimide, N-Succinimidyl 3-(4-hydroxyphenyl)propionate, Bolton-Hunter reagent precursor, Rudinger reagent, SHPP;3-(4'-Hydroxyphenyl)propionic Acid N-Hydroxysuccinimide;Rudinger reagent, Bolton-Hunter reagent
• CAS NO: 34071-95-9
• Molecular Formula: C₁₃H₁₃NO₅
• Molecular Weight: 263.25
• EINECS: 251-818-1
• Product Categories: Aromatic Propionic Acids;iodination
• Mol File: 34071-95-9.mol
• Article Data: 11

Chemical Properties

• Melting Point: 132-133 °C(lit.)
• Boiling Point: 406.49°C (rough estimate)
• Flash Point: 225.2 °C
• Appearance: white to off-white powder
• Density: 1.2705 (rough estimate)
• Vapor Pressure: 1.13E-08mmHg at 25°C
• Refractive Index: 1.5480 (estimate)
• Storage Temp.: −20°C
• Solubility: Acetonitrile (Slightly), Chloroform (Slightly), DMSO (Slightly), Ethyl Acetate (
• PKA: 9.93±0.15(Predicted)
• Water Solubility: Soluble in water.
• BRN: 1545011
• CAS DataBase Reference: BOLTON-HUNTER REAGENT(CAS DataBase Reference)
• NIST Chemistry Reference: BOLTON-HUNTER REAGENT(34071-95-9)
• EPA Substance Registry System: BOLTON-HUNTER REAGENT(34071-95-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• F: 10-21
• Hazardous Substances Data: 34071-95-9(Hazardous Substances Data)

Usage

Chemical Properties

white to off-white powder

Uses

Different sources of media describe the Uses of 34071-95-9 differently. You can refer to the following data:
1. Bolton-Hunter Reagent is used for iodination of proteins that do not contain tyrosine residues, Bolton-Hunter reagent precursor (3-(4-Hydroxyphenyl)propionic acid N-hydroxysuccinimide ester) is a hydroxysuccinimide ester used as an intermediate for high radioactive radioiodination of proteins.
2. 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.

InChI:InChI=1/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

Upstream product

• 6066-82-6 1-hydroxy-pyrrolidine-2,5-dione 
• 501-97-3 4-hydroxyphenylpropionic acid 
• 7400-08-0 p-Coumaric Acid 

Downstream Products

• 131448-83-4 (S)-3-{(S)-2-[(S)-2-tert-Butoxycarbonylamino-3-(1H-indol-3-yl)-propionylamino]-6-[3-(4-hydroxy-phenyl)-propionylamino]-hexanoylamino}-N-((S)-1-carbamoyl-2-phenyl-ethyl)-succinamic acid 
• 96760-71-3 N-(2-{2-[4-(2-{4-[9-((2R,3R,4S,5R)-3,4-Dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-9H-purin-6-ylamino]-phenyl}-acetylamino)-phenyl]-acetylamino}-ethyl)-3-(4-hydroxy-phenyl)-propionamide 
• 109912-48-3 bolpyramine 
• 115058-61-2 17α-(3'-amino-1'-propyn-1'-yl)-1,3,5(10)-estratriene-3,17β-diol 3-(p-hydroxyphenyl)propionamide 
• 116019-52-4 OH-C₆H₄-CH₂-CH₂-CO-D-Ala-Phe-L-Lys(Z)-NH₂ 
• 910055-71-9 Carbonic acid (2S,3R,4R,5S,6R)-3-tert-butoxycarbonylamino-4,5-dihydroxy-6-{[3-(4-hydroxy-phenyl)-propionylamino]-methyl}-tetrahydro-pyran-2-yl ester tert-butyl ester 
• 1072896-49-1 p-methoxyphenyl (3,5,9-trideoxy-5-glycolamido-9-(3-(p-hydroxyphenyl)propionamido)-D-glycero-α-D-galacto-2-nonulopyranosylonic acid)-(2->6)-β-D-galactopyranoside 
• 154962-73-9 3'-[3-(p-Hydroxyphenyl)propionylamino]-3'-deoxyadenosine 5'-triphosphate 

Relevant articles and documents

Synthesis of Multi-Protein Complexes through Charge-Directed Sequential Activation of Tyrosine Residues

Site-selective protein-protein coupling has long been a goal of chemical biology research. In recent years, that goal has been realized to varying degrees through a number of techniques, including the use of tyrosinase-based coupling strategies. Early publications utilizing tyrosinase from Agaricus bisporus(abTYR) showed the potential to convert tyrosine residues into ortho-quinone functional groups, but this enzyme is challenging to produce recombinantly and suffers from some limitations in substrate scope. Initial screens of several tyrosinase candidates revealed that the tyrosinase from Bacillus megaterium (megaTYR) is an enzyme that possesses a broad substrate tolerance. We use the expanded substrate preference as a starting point for protein design experiments and show that single point mutants of megaTYR are capable of activating tyrosine residues in various sequence contexts. We leverage this new tool to enable the construction of protein trimers via a charge-directed sequential activation of tyrosine residues (CDSAT).

Preparation of N succinimidyl 3 (4 hydroxyphenyl)propionate

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Synthesis and characterization of glucosamine-bound near-infrared probes for optical imaging

Two novel near-infrared (NIR) fluorescent probes have been synthesized by linking a carbocyanine fluorophore and glucosamine through different linkers. These probes demonstrated a high quantum yield, low cytotoxicity, reversible pH-dependent fluorescence in the physiological pH range, and a decreased aggregation tendency in aqueous solutions. In vitro NIR optical imaging studies revealed cellular uptake and strong intracellular NIR fluorescence of these two probes in four breast epithelial cell lines.

New cyanopeptide-derived low molecular weight thrombin inhibitors

Thrombosis is the result of defective regulation of the hemostasis system. This cardiovascular disorder may lead to deep vein thrombosis, myocardial infarction, and stroke. The majority of current drug research is focused on finding inhibitors of thrombin - the global player in hemostasis. In our work, we emphasize investigation of the marine environment to yield new lead structures from marine organisms like blue-green algae (cyanobacteria). This article deals with the design, syntheses, and inhibition tests of new low molecular weight thrombin inhibitors utilizing cyanopeptides, the secondary metabolites of cyanobacteria with interesting biological activities, as new lead structures. Starting with aeruginosin 98-B (2) as a lead structure, we have developed and synthesized new, selective acting inhibitors of thrombin (RA-1001 and RA-1002), which are suitable targets for further structure-activity studies.