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776025

Sigma-Aldrich

Maleimidolinourea-Rh110-trimethyl lock

95%

Synonym(s):

Maleimidourea-rhodamine-110 trimethyl lock

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About This Item

Empirical Formula (Hill Notation):
C43H40N4O9
CAS Number:
852311-33-2
Molecular Weight:
756.80
UNSPSC Code:
12352202
PubChem Substance ID:
329767803
NACRES:
NA.22

Assay

95%

form

powder

storage temp.

−20°C

SMILES string

O=C(O1)C2=CC=CC=C2C31C(C=CC(NC(NCCCN4C(C=CC4=O)=O)=O)=C5)=C5OC6=C3C=CC(NC(CC(C)(C)C7=C(OC(C)=O)C=C(C)C=C7C)=O)=C6

InChI

1S/C43H40N4O9/c1-24-19-25(2)39(35(20-24)54-26(3)48)42(4,5)23-36(49)45-27-11-13-31-33(21-27)55-34-22-28(46-41(53)44-17-8-18-47-37(50)15-16-38(47)51)12-14-32(34)43(31)30-10-7-6-9-29(30)40(52)56-43/h6-7,9-16,19-22H,8,17-18,23H2,1-5H3,(H,45,49)(H2,44,46,53)

InChI key

XMGVLBGRSCGJDI-UHFFFAOYSA-N

Application

Maleimidourea-rhodamine-110 trimethyl lock may be used:
  • Rhodamine 110 based pro-fluorophore activated by esterases in cells.
  • Maleimide functionalized for conjugation to thiolates of small molecules or biomolecules.
  • High signal to noise ratio compared to fluorescein diacetate.
  • Able to fluorescently monitor passage of biomolecules into cells.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

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Sunil S Chandran et al.
Journal of the American Chemical Society, 127(6), 1652-1653 (2005-02-11)
Fluorescent molecules are essential for basic research in the biological sciences and have numerous practical applications. Herein is described the synthesis and use of a new class of latent fluorophores based on a novel design element, the trimethyl lock, that
Luke D Lavis et al.
ACS chemical biology, 1(4), 252-260 (2006-12-14)
Traditional small-molecule fluorophores are always fluorescent. This attribute can obscure valuable information in biological experiments. Here, we report on a versatile "latent" fluorophore that overcomes this limitation. At the core of the latent fluorophore is a derivative of rhodamine in

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