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Merck

82669

Sigma-Aldrich

1-Pyrenebutyric hydrazide

for fluorescence, ≥97.0% (T)

Sinónimos:

4-(1-Pyrenyl)butyric hydrazide

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About This Item

Fórmula empírica (notación de Hill):
C20H18N2O
Número de CAS:
Peso molecular:
302.37
MDL number:
UNSPSC Code:
12352125
PubChem Substance ID:
NACRES:
NA.32

grade

for fluorescence

assay

≥97.0% (T)

form

solid

mp

167-171 °C

SMILES string

NNC(=O)CCCc1ccc2ccc3cccc4ccc1c2c34

InChI

1S/C20H18N2O/c21-22-18(23)6-2-3-13-7-8-16-10-9-14-4-1-5-15-11-12-17(13)20(16)19(14)15/h1,4-5,7-12H,2-3,6,21H2,(H,22,23)

InChI key

SOPPDVMSOKMZOC-UHFFFAOYSA-N

General description

1-Pyrenebutyric hydrazide (PBH) finds biological/medical applications in the detection, labeling, and quantification of biological carbonyl compounds including aldehydes and/or ketones and carboxylic acids. It is also industrially used in chemo-sensor materials, lubricants, etc.

Application

1-Pyrenebutyric hydrazide may be used as a fluorescence derivatization reagent in the following:
  • Determination of succinylacetone (SA) in urine samples of hepatorenal tyrosinemia patients using high-pressure liquid chromatography with fluorescence detection (HPLC-FLD).
  • Determination of glutaric and 3-hydroxyglutaric acids in urine of glutaric acidemia type I patients using HPLC technique with intramolecular excimer-forming fluorescence derivatization.

Other Notes

Fluorescent labeling reagent for carbonyl compounds, e.g. cyclobutanones formed on food irradiation; Labeling of other compounds

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

13 - Non 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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Quantification of glutaric and 3-hydroxyglutaric acids in urine of glutaric acidemia type I patients by HPLC with intramolecular excimer-forming fluorescence derivatization
Al-Dirbashi YO, et al.
Clinica Chimica Acta; International Journal of Clinical Chemistry, 359(1-2), 179-188 (2005)
J A Lee et al.
Biochemistry, 24(2), 322-330 (1985-01-15)
Sodium plus potassium activated adenosinetriphosphatase [(Na,K)ATPase] is composed of a catalytic subunit (alpha) and a glycoprotein subunit (beta) of unknown function. A method has been developed to label the beta subunit of purified dog kidney (Na,K)ATPase with fluorescent probes. The
Quantification of succinylacetone in urine of hepatorenal tyrosinemia patients by HPLC with fluorescence detection
Al-Dirbashi YO, et al.
Clinica Chimica Acta; International Journal of Clinical Chemistry, 365(1-2), 243-248 (2006)
Tadashi Hayama et al.
Analytica chimica acta, 755, 93-99 (2012-11-14)
A method to measure the concentrations of microcystins (MCs) in water samples has been developed by incorporating pre-column fluorescence derivatization and liquid chromatography (LC). A solid-phase extraction for pretreatment was used to extract the MCs in water samples. The MCs
R Renthal et al.
Biochimica et biophysica acta, 1030(1), 176-181 (1990-11-30)
Regeneration of bacteriorhodopsin from bacterioopsin and all-trans-retinal was studied in a mixed micelle system consisting of dodecyl sulfate, CHAPS and a water-soluble phospholipid dihexanoylphosphatidylcholine (hex2-PhosChol). Regeneration to approximately 40,000 M-1.cm-1 extinction at 550 nm (epsilon 550) was obtained with either

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