4-(pyren-1-yl)butanoic acid

• ChemBase ID: 103500
• Molecular Formular: C20H16O2
• Molecular Mass: 288.33984
• Monoisotopic Mass: 288.11502975
• SMILES: OC(=O)CCCc1ccc2ccc3cccc4ccc1c2c34
• Canonical SMILES: OC(=O)CCCc1ccc2c3c1ccc1c3c(cc2)ccc1
• InChI: InChI=1S/C20H16O2/c21-18(22)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,2-3,6H2,(H,21,22)
• InChIKey: QXYRRCOJHNZVDJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(pyren-1-yl)butanoic acid
• IUPAC Traditional name: 4-(pyren-1-yl)butanoic acid
• Synonyms: 1-Pyrenebutanoic Acid; 1-Pyrenylbutyric Acid; 4-(1-Pyrene)butanoic Acid; 4-(1-Pyrene)butyric Acid; 4-(1-Pyrenyl)butanoic Acid; NSC 30833; Pyrene-3-butyric Acid; γ-(3-Pyrenyl)butyric Acid; 4-(1-Pyrenyl)butyric acid; 1-PYRENEBUTYRIC ACID; PyBA; 1-Pyrenebutyric acid; 4-(1-芘基)丁酸; 1-芘丁酸

Database IDs

• CAS Number: 3443-45-6
• EC Number: 222-354-7
• MDL Number: MFCD00004141
• Beilstein Number: 2140554
• PubChem SID: 162090953; 24855581
• PubChem CID: 76977

CALCULATED PROPERTIES

• Acid pKa: 4.943805
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 4.148601
• LogD (pH = 7.4): 2.3883214
• Log P: 4.810813
• Molar Refractivity: 87.2322 cm^3
• Polarizability: 37.53537 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO
• Apperance: Brownish Yellow Solid
• Melting Point: 184-186 °C(lit.); 184-186°C; 186-188°C
• Fluorescence: λex 341 nm; λem 376 nm in methanol; λex 342 nm; λem 395 nm (Reaction product)

Safety Information

• Storage Condition: Refrigerator; Room Temperature (15-30°C)
• European Hazard Symbols: Irritant (Xi)
• UN Number: 3077
• German water hazard class: 3
• Hazard Class: 9
• Packing Group: 3
• Risk Statements: 36/37/38; R:36/37/38
• Safety Statements: 26-36; 26-37; S:20-25-26-37/39
• TSCA Listed: 是
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• RID/ADR: UN 3077 9/PG 3

Product Information

• Purity: 97%
• Empirical Formula (Hill Notation): C20H16O2

DETAILS

MP Biomedicals - 02151982

Reported to be a fluorescent probe for bovine serum.

Sigma Aldrich - 257354

Packaging
1 g in glass bottle
5 g in poly bottle

Toronto Research Chemicals - P980500

1-Pyrenebutyric Acid is a fluorescent probe used to study proteins, lipids, nucleic acids and other biological systems. The fluorescence lifetime of 1-Pyrenebutyric Acid depends on local oxygen and free radical concentration.

REFERENCES

• J. Biol. Chem., 244: 6309 (1969).
• Masuko, M. et al.: Nucleic Acids Res., 26, 5409 (1998)
• Rharass, T. et al.: Anal. Biochem., 357, 1 (1998)
• Martins, J. et al.: Biphys. J., 80, 832 (1998)