5-TAMRA Cadaverine

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5-TAMRA Cadaverine

5-TAMRA Cadaverine

Catelog Number F07-0007
Category TAMRA
Molecular Formula C30H34N4O4
Molecular Weight 514.6
Catalog Number Size Price Quantity
F07-0007 -- $--

Product Introduction

5-TAMRA cadaverine can used to modify carboxylic acid group in the presence of activators (e.g. EDC, or DCC) or activated esters (e.g. NHS esters) through a stable amide bond. It also can be reversibly coupled to aldehydes and ketones to form a Schiff base-which can be reduced to a generate stable amine derivative by sodium borohydride (NaBH4) or sodium cyanoborohydride (NaCNH3).
Although the mixed isomers of 5(6)-TAMRA cadaverine is a preferred, routinely used orange-fluorescent dye for staining proteins, it is rearly used for labeling peptides and nucleotides. Purification of 5(6)-TAMRA labeled peptide and nucleotides might be troublesome due to significant signal broadening in HPLC purification. Peptides and nucleotides labeled with a single isomer TAMRA usually give better resolution in HPLC purification that is often required in the conjugation processes.

Chemical Information

Synonyms 5-TAMRA cadaverine TFA salt; Tetramethylrhodamine 5-carboxamide cadaverine
IUPAC Name 5-(5-aminopentylcarbamoyl)-2-[3-(dimethylamino)-6-dimethylazaniumylidenexanthen-9-yl]benzoate
Canonical SMILES CN(C)C1=CC2=C(C=C1)C(=C3C=CC(=[N+](C)C)C=C3O2)C4=C(C=C(C=C4)C(=O)NCCCCCN)C(=O)[O-]
InChI InChI=1S/C30H34N4O4/c1-33(2)20-9-12-23-26(17-20)38-27-18-21(34(3)4)10-13-24(27)28(23)22-11-8-19(16-25(22)30(36)37)29(35)32-15-7-5-6-14-31/h8-13,16-18H,5-7,14-15,31H2,1-4H3,(H-,32,35,36,37)
InChI Key GGMFTOCYWNYUSU-UHFFFAOYSA-N
Solubility DMSO, DMF, MeOH

Product Specification

Excitation 553
Emission 575
Storage -20 °C

Computed Properties

XLogP3 0.8
Hydrogen Bond Donor Count 2
Hydrogen Bond Acceptor Count 6
Rotatable Bond Count 8
Exact Mass 514.25800558 g/mol
Monoisotopic Mass 514.25800558 g/mol
Topological Polar Surface Area 111Ų
Heavy Atom Count 38
Formal Charge 0
Complexity 974
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

Patents

Publication NumberTitlePriority Date
US-10195289-B2 Engineered polypeptide conjugates using transglutaminase 2013-07-31
US-10842881-B2 Engineered polypeptide conjugates using transglutaminase 2013-07-31
US-2021162058-A1 Engineered polypeptide conjugates using transglutaminase 2013-07-31
US-9676871-B2 Engineered polypeptide conjugates and methods for making thereof using transglutaminase 2010-11-05
US-10941216-B2 Engineered polypeptide conjugates and methods for making thereof using transglutaminase 2010-11-05
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