AF488 NHS ester

Product Introduction

AF488 is a bright and photostable dye, equivalent of Alexa Fluor® 488. Due to its high hydrophilicity, this is a dye of choice for the labeling of sensitive proteins and antibodies. The dye is useful for many demanding applications, including microscopy. From the chemical standpoint, AF488 is a sulfonated rhodamine dye Rhodamine 110 (R110). Like other rhodamines, it is available as 5-and 6-isomers, which have almost identical photophysical properties. The isomers need to be separated though-otherwise, use of mixed isomer dye can lead to doubled peaks during HPLC or electrophoresis separations of the labeled products. This product is an isomerically pure 5-AF488.

Chemical Information
Synonyms	3,6-Diamino-9-(2-carboxy-4-(((2,5-dioxopyrrolidin-1-yl)oxy)carbonyl)phenyl)-5-sulfoxanthylium-4-sulfonate
Purity	NMR 1H, HPLC-MS (80+%, balance mostly carboxylic acid)
IUPAC Name	3-amino-6-azaniumylidene-9-[2-carboxy-4-(2,5-dioxopyrrolidin-1-yl)oxycarbonylphenyl]-5-sulfoxanthene-4-sulfonate
Canonical SMILES	C1CC(=O)N(C1=O)OC(=O)C2=CC(=C(C=C2)C3=C4C=CC(=[NH2+])C(=C4OC5=C3C=CC(=C5S(=O)(=O)[O-])N)S(=O)(=O)O)C(=O)O
InChI	InChI=1S/C25H17N3O13S2/c26-15-5-3-12-19(11-2-1-10(9-14(11)24(31)32)25(33)41-28-17(29)7-8-18(28)30)13-4-6-16(27)23(43(37,38)39)21(13)40-20(12)22(15)42(34,35)36/h1-6,9,26H,7-8,27H2,(H,31,32)(H,34,35,36)(H,37,38,39)
InChI Key	FYCGGEVYPRTFDS-UHFFFAOYSA-N
Solubility	good in water, DMF, DMSO
Appearance	dark orange solid

Computed Properties
XLogP3	-0.6
Hydrogen Bond Donor Count	4
Hydrogen Bond Acceptor Count	14
Rotatable Bond Count	6
Exact Mass	631.02027995 g/mol
Monoisotopic Mass	631.02027995 g/mol
Topological Polar Surface Area	290Ų
Heavy Atom Count	43
Formal Charge	0
Complexity	1590
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently-Bonded Unit Count	1
Compound Is Canonicalized	Yes