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Merck
CN

82669

1-Pyrenebutyric hydrazide

suitable for fluorescence, ≥97.0% (T)

Synonym(s):

4-(1-Pyrenyl)butyric hydrazide

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About This Item

Empirical Formula (Hill Notation):
C20H18N2O
CAS Number:
55486-13-0
Molecular Weight:
302.37
NACRES:
NA.32
PubChem Substance ID:
329769260
UNSPSC Code:
12352125
MDL number:
MFCD00467260

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Product Name

1-Pyrenebutyric hydrazide, suitable for fluorescence, ≥97.0% (T)

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)

SMILES string

NNC(=O)CCCc1ccc2ccc3cccc4ccc1c2c34

InChI key

SOPPDVMSOKMZOC-UHFFFAOYSA-N

assay

≥97.0% (T)

form

solid

mp

167-171 °C

suitability

suitable for fluorescence

Quality Level

100

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.

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.

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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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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
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
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)
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 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)
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