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Merck
CN

792594

3,6-Dichloro-1,2,4,5-tetrazine

96%

Synonym(s):

Dichloro-s-tetrazine

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About This Item

Empirical Formula (Hill Notation):
C2Cl2N4
Molecular Weight:
150.95
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
Assay:
96%
Form:
solid
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Quality Level

assay

96%

form

solid

availability

available only in USA

mp

146-151 °C

storage temp.

2-8°C

SMILES string

ClC1=NN=C(Cl)N=N1

InChI

1S/C2Cl2N4/c3-1-5-7-2(4)8-6-1

InChI key

HXXFMIAFWKZHDY-UHFFFAOYSA-N

Application

Reagent has been reported in stapling of complex peptides as a photochemical trigger. Professor Amos Smith and coworkers have displayed this application in several recent reports.


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Danger

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Self-react. C - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

5.2 - Organic peroxides and self-reacting hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



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Matthew J Tucker et al.
Proceedings of the National Academy of Sciences of the United States of America, 110(43), 17314-17319 (2013-10-10)
The relaxation of helical structures very close to equilibrium is observed via transient 2D IR spectroscopy. An initial distribution of synthetically distorted helices having an unnatural bridge linking the 10th and 12th residues of an alanine-rich α-helix is released to
Stephen P Brown et al.
Journal of the American Chemical Society, 137(12), 4034-4037 (2015-03-21)
Protocols have been achieved that permit facile introduction of s-tetrazine into unprotected peptides and the protein, thioredoxin, between two cysteine sulfhydryl groups (i.e., staple), followed by photochemical release (i.e., unstaple) and regeneration of the peptide/protein upon removal of the cyano
Joel R Courter et al.
The Journal of organic chemistry, 79(2), 759-768 (2013-12-24)
The design and synthesis of alanine-rich α-helical peptides constrained in a partially unfolded state by incorporation of the S,S-tetrazine phototrigger has been achieved, permitting, upon photochemical release, observation by 2D-IR spectroscopy of the subnanosecond conformational dynamics that govern the early



Global Trade Item Number

SKUGTIN
792594-1G04061832950976
792594-10G04061833332863