5-{[2-(2-iodoacetamido)ethyl]amino}naphthalene-1-sulfonic acid

• ChemBase ID: 104187
• Molecular Formular: C14H15IN2O4S
• Molecular Mass: 434.24937
• Monoisotopic Mass: 433.97972597
• SMILES: OS(=O)(=O)c1c2cccc(NCCNC(=O)CI)c2ccc1
• Canonical SMILES: ICC(=O)NCCNc1cccc2c1cccc2S(=O)(=O)O
• InChI: InChI=1S/C14H15IN2O4S/c15-9-14(18)17-8-7-16-12-5-1-4-11-10(12)3-2-6-13(11)22(19,20)21/h1-6,16H,7-9H2,(H,17,18)(H,19,20,21)
• InChIKey: ZMERMCRYYFRELX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-{[2-(2-iodoacetamido)ethyl]amino}naphthalene-1-sulfonic acid
• IUPAC Traditional name: iaedans
• Synonyms: N-(Iodoacetaminoethyl)-1-naphthylamine-5-sulfonic acid; 1,5-I-AEDANS; N-Iodoacetyl-N'-(5-sulfo-1-naphthyl)ethylenediamine; N-Iodoacetylaminoethyl-5-naphthylamine-1-sulfonic Acid; NSC 328384; N-(Iodoacetylaminoethyl)-5-Naphthylamine-1-Sulfonic Acid; 1,5-l-AEDANS; N-IODOACETYL-N'-(5-SULFO-1-NAPHTHYL)-ETHYLENEDIAMINE; IAEDANS; 5-[2-(Iodoacetamido)ethylamino]naphthalene-1-sulfonic acid; N-Iodoacetyl-N′-(5-sulfo-1-naphthyl)ethylenediamine; Hudson-Weber-Reagent; N-碘乙酰基-N′-(5-磺基-1-萘基)乙二胺; Hudson-Weber 试剂; N-碘乙酰-N'-(5-磺基-1-萘)乙二胺; 5-[2-(碘乙酰氨基)乙氨基]萘-1-磺酸

Database IDs

• CAS Number: 36930-63-9
• EC Number: 253-277-7
• MDL Number: MFCD00003993
• Beilstein Number: 3004454
• PubChem SID: 162091423
• PubChem CID: 91621
• CHEBI ID: 58984
• Chemspider ID: 82727
• Wikipedia Title: IAEDANS

CALCULATED PROPERTIES

• Acid pKa: -1.6419271
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -0.4293063
• LogD (pH = 7.4): -0.78533983
• Log P: 1.0494623
• Molar Refractivity: 93.8019 cm^3
• Polarizability: 37.155163 Å^3
• Polar Surface Area: 95.5 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO
• Apperance: yellow crystalline; Yellow Orange Solid
• Melting Point: >180°C (dec.)

Safety Information

• Storage Condition: 0°C, Desiccate, Protect from light; Refrigerator
• Storage Warning: Sensitive to Light
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Linear Formula: ICH2CONHCH2CH2NHC10H6SO3H

DETAILS

MP Biomedicals - 02155050

(1,5-l-AEDANS) Yellow crystals.

Sigma Aldrich - 858617

Application
Suitable for sulfhydryl determination

Toronto Research Chemicals - I685600

A fluorescent sulfhydryl reagent which is sensitive to photo catalyzed degradation in both aqueous solution and organic solvents. It readily reacts with both thiol compounds and sulfhydryl groups to provide photo stable covalent derivatives.Fluorescence:

REFERENCES

• Hudson, E.N. and Weber, G.: Biochem, 12(21)
• 4154-4161 (1973)