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Merck
CN

900927

TCO-PNB ester

≥95%

Synonym(s):

(1R,4E)-4-Cycloocten-1-yl 4-nitrophenyl carbonate, rel-(1R-4E-PS)-cyclooct-4-en-1-yl (4-nitrophenyl) carbonate

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About This Item

Empirical Formula (Hill Notation):
C15H17NO5
CAS Number:
Molecular Weight:
291.30
MDL number:
UNSPSC Code:
12352108
NACRES:
NA.22
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Product Name

TCO-PNB ester, ≥95%

InChI

1S/C15H17NO5/c17-15(20-13-6-4-2-1-3-5-7-13)21-14-10-8-12(9-11-14)16(18)19/h1-2,8-11,13H,3-7H2

InChI key

FJMMADPCDJNXAH-UHFFFAOYSA-N

SMILES string

O=C(OC1CCC/C=C/CC1)OC2=CC=C([N+]([O-])=O)C=C2

assay

≥95%

form

powder or chunks

reaction suitability

reaction type: click chemistry
reagent type: cross-linking reagent

storage temp.

−20°C

Quality Level

Application

TCO-PNB ester (trans-Cyclooctene-p-nitrobenzyl ester) has a p-nitrobenzyl (PNB) ester group that is amine reactive and a trans-cyclooctene (TCO) group that is reactive with tetrazines. TCO-PNB ester is supplied as a single axial (major) diastereomer. This specially formulated crystalline material provides easy handling and extended shelf life.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Imaging cell surface glycosylation in vivo using ?double click? chemistry.
Neves A A, et al.
Bioconjugate Chemistry, 24(6), 934-941 (2013)

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