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6-Carboxyfluorescein

6-Carboxyfluorescein structure

CAS No:
3301-79-9
Formula:
C21H12O7
Chemical Name:
6-Carboxyfluorescein
Synonyms:
Spiro[isobenzofuran-1(3H),9′-[9H]xanthene]-6-carboxylic acid,3′,6′-dihydroxy-3-oxo-;Spiro[phthalan-1,9′-xanthene]-6-carboxylic acid,3′,6′-dihydroxy-3-oxo-;Terephthalic acid,(3,6,9-trihydroxyxanthen-9-yl)-,γ-lactone;3′,6′-Dihydroxy-3-oxospiro[isobenzofuran-1(3H),9′-[9H]xanthene]-6-carboxylic acid;Fluorescein,6-carboxy-;6-Carboxyfluorescein;6-FAM;3′,6′-Dihydroxy-1-oxospiro[2-benzofuran-3,9′-xanthene]-5-carboxylic acid
Categories:
Pharmaceutical Intermediates > Bulk Drug Intermediates

Description

The single isomer, 6-FAM, contains a carboxylic acid that can be used to react with primary amines via carbodiimide activation of the carboxylic acid. Fluorescein is the most common fluorescent derivatization reagent for labeling biomolecules. In addition to its relatively high absorptivity, excellent fluorescence quantum yield, and good water solubility, fluorescein has an excitation maximum that closely matches the 488 nm spectral line of the argon-ion laser.

6-carboxyfluorescein is a monocarboxylic acid. It derives from a fluorescein (lactone form).

6-Carboxyfluorescein Basic Attributes

Molecular Weight：

376.32

Exact Mass：

376.32

DSSTox ID：

DTXSID6062965

HScode：

2915900090

Characteristics

PSA：

113

XLogP3：

2.9

Density：

1.7±0.1 g/cm3

Melting Point：

>360 °C

Flash Point：

271.0±26.4 °C

Refractive Index：

1.816

Safety Information

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

R36/37/38

safety instructions：

S26-S36/37

Marks：

Xi: Irritant;

Precautionary statement(s)：

P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501

Hazard Statements：

H315

GHS Classification：

|Warning|H315 (95.24%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 42 companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Drug Information

MeSH：

Chemicals that emit light after excitation by light. The wave length of the emitted light is usually longer than that of the incident light. Fluorochromes are substances that cause fluorescence in other substances, i.e., dyes used to mark or label other compounds with fluorescent tags. (See all compounds classified as Fluorescent Dyes.)

MeSH Entry Terms：

5(6)-carboxyfluorescein

6-Carboxyfluorescein Use and Manufacturing

Uses

Derivative of fluorescein giving stable derivative upon conjugation with biopolymers. 6-Carboxyfluorescein is a useful reagent for the preparation of hydrolytically stable fluorescent conjugates and is a useful starting material for the synthesis of other fluorescein-derives reagent

Manufacturing Info：

Spiro[isobenzofuran-1(3H),9'-[9H]xanthene]-6-carboxylic acid, 3',6'-dihydroxy-3-oxo-: INACTIVE

Computed Properties

Molecular Weight:376.3
XLogP3:2.9
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:7
Rotatable Bond Count:1
Exact Mass:376.05830272
Monoisotopic Mass:376.05830272
Topological Polar Surface Area:113
Heavy Atom Count:28
Complexity:637
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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