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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:
55486-13-0
Peso molecular:
302.37
MDL number:
MFCD00467260
UNSPSC Code:
12352125
PubChem Substance ID:
329769260
NACRES:
NA.32

grade

for fluorescence

Quality Level

100

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
GHS07

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

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Yuntao Zhang et al.
Journal of mass spectrometry : JMS, 43(6), 765-772 (2008-01-22)
In the present work, a rapid and novel method of on-target plate derivatization of keratan sulfate (KS) oligosaccharides for subsequent analysis by matrix-assisted laser desorption and ionization (MALDI) mass spectrometry is described. MALDI-(time-of-flight)-TOF spectra of labeled KS oligosaccharides revealed that
Handbook of Fluorescent Dyes and Probes (2015)
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)
Fluorescent-labeled crosslinks in collagen: pyrenebutyrylhydrazine.
N Shambaugh et al.
Biopolymers, 21(1), 79-88 (1982-01-01)
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
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