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Merck
CN

900913

Tetrazine-PEG5-NHS ester

≥95%

Synonym(s):

Tz-PEG5-NHS

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About This Item

Empirical Formula (Hill Notation):
C27H36N6O10
CAS Number:
1682653-80-0
Molecular Weight:
604.61
MDL number:
MFCD28505547
UNSPSC Code:
12352108
NACRES:
NA.22

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Quality Level

100

Assay

≥95%

form

powder or crystals

reaction suitability

reaction type: click chemistry
reagent type: linker

functional group

NHS ester

storage temp.

−20°C

SMILES string

O=C(NCC1=CC=C(C2=NN=CN=N2)C=C1)CCOCCOCCOCCOCCOCCC(ON3C(CCC3=O)=O)=O

InChI

1S/C27H36N6O10/c34-23(28-19-21-1-3-22(4-2-21)27-31-29-20-30-32-27)7-9-38-11-13-40-15-17-42-18-16-41-14-12-39-10-8-26(37)43-33-24(35)5-6-25(33)36/h1-4,20H,5-19H2,(H,28,34)

InChI key

DUPHIQYIPUTDJS-UHFFFAOYSA-N

Related Categories

General description

Tetrazine-PEG5-NHS ester has an N-hydroxysuccinimide (NHS) ester that can be reacted with primary amines and tetrazine, which is reactive to trans-cyclooctenes. Hydrogen substituted tetrazines demonstrate exceptionally fast kinetics, generally at least 10-fold faster compared to methyl substituted tetrazines. The aqueous solubility of this reagent is substantially enhanced by a hydrophilic polyethylene glycol (PEG) spacer arm.

Application

Tetrazine-PEG5-NHS ester (Tz-PEG5-NHS) can be used in click chemistry applications such as the preparation of chitosan-polyacrylamide microspheres utilizing selective tetrazine-trans-cyclooctene (Tz-TCO) ligation and the construction of copper-64 radiolabeled antibody by the click reaction.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
MKCZ8548
MKCW0068
MKCS5530
MKCQ1270
MKCP2072

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Porosity-Tuned Chitosan?Polyacrylamide Hydrogel Microspheres for Improved Protein Conjugation.
Jung S, et al.
Biomacromolecules, 17(7), 2427-2436 (2016)
Shape-Encoded Chitosan?Polyacrylamide Hybrid Hydrogel Microparticles with Controlled Macroporous Structures via Replica Molding for Programmable Biomacromolecular Conjugation.
Kang E, et al.
Langmuir, 32(21), 5394-5402 (2016)
Amit Kumar et al.
Bioconjugate chemistry, 26(4), 782-789 (2015-03-12)
We report a click-chemistry based modular strategy for antibody labeling with (64)Cu (t1/2 = 12.7 h; β(+) 0.656 MeV, 17.4%; β(-) 0.573 MeV, 39%; EC 43%) under ambient condition utilizing a cross-bridged tetraazamacrocyclic (CB-TE2A) analogue, which otherwise requires harsh conditions

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交联剂选择指南

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