Skip to Content
Merck
CN

Key Documents

View All Documentation

768693

NVOC2-Q-rhodamine-5-PEG3-azide

95%

Synonym(s):

ortho-Nitroveratryloxycarbonyl-Q-rhodamine-5-PEG3-azide

Sign In to View Organizational & Contract Pricing.

Select a Size

Change View

About This Item

Empirical Formula (Hill Notation):
C55H56N8O19
CAS Number:
1352809-21-2
Molecular Weight:
1133.08
NACRES:
NA.22
PubChem Substance ID:
329767394
UNSPSC Code:
12352200
MDL number:
MFCD24849720
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

assay

95%

form

solid

reaction suitability

reaction type: click chemistry

mp

178-282 °C (decomposition)

storage temp.

−20°C

SMILES string

COc1cc(COC(=O)N2CCCc3cc4c(Oc5cc6N(CCCc6cc5C47OC(=O)c8cc(ccc78)C(=O)NCCOCCOCCOCCN=[N+]=[N-])C(=O)OCc9cc(OC)c(OC)cc9[N+]([O-])=O)cc23)c(cc1OC)[N+]([O-])=O

InChI

1S/C55H56N8O19/c1-72-47-24-35(43(62(68)69)28-49(47)74-3)30-79-53(66)60-13-5-7-32-22-39-45(26-41(32)60)81-46-27-42-33(8-6-14-61(42)54(67)80-31-36-25-48(73-2)50(75-4)29-44(36)63(70)71)23-40(46)55(39)38-10-9-34(21-37(38)52(65)82-55)51(64)57-11-15-76-17-19-78-20-18-77-16-12-58-59-56/h9-10,21-29H,5-8,11-20,30-31H2,1-4H3,(H,57,64)

InChI key

IWBUKVVLULQKCE-UHFFFAOYSA-N

Application

Photoactivatable rhodamine derivative functionalized with a PEG azide. The azide functionality can be used to conjugate this caged rhodamine to alkyne or cycloalkyne containing compounds or biomolecules using the azide-alkyne cycloaddition click chemistry reaction. The ortho-Nitroveratryloxycarbonyl (NVOC) cages can be removed upon irradiation with UV light, restoring the fluorescence of the base dye. NVOC has an absorption max at ~350 nm and has been shown to be cleaved at 350 nm, 405 nm and 420 nm.

Q-Rhodamine λ(ex) = 537 nm, λ(em) = 556 nm.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
MKBN5127V

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Facile and general synthesis of photoactivatable xanthene dyes.
Laura M Wysocki et al.
Angewandte Chemie (International ed. in English), 50(47), 11206-11209 (2011-09-29)
K R Gee et al.
Bioorganic & medicinal chemistry letters, 11(16), 2181-2183 (2001-08-22)
An amine-reactive caged rhodamine was synthesized and conjugated to aminodextran. The resulting tracer was injected into a single cell zebrafish embryo, and a portion of the tracer was photolyzed in a single cell after development. The resulting fluorescent cell was

Global Trade Item Number

SKUGTIN
768693-5MG04061833425794
768693-1MG04061826701669