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792594

Sigma-Aldrich

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

96%

Synonym(e):

Dichloro-s-tetrazine

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About This Item

Empirische Formel (Hill-System):
C2Cl2N4
Molekulargewicht:
150.95
MDL-Nummer:
MFCD22042702
UNSPSC-Code:
12352200
PubChem Substanz-ID:
329768348
NACRES:
NA.22

Qualitätsniveau

100

Assay

96%

Form

solid

Verfügbarkeit

available only in USA

mp (Schmelzpunkt)

146-151 °C

Lagertemp.

2-8°C

SMILES String

ClC1=NN=C(Cl)N=N1

InChI

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

InChIKey

HXXFMIAFWKZHDY-UHFFFAOYSA-N

Anwendung

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.

Sonstige Hinweise

Peptide Stapling Reagents

Piktogramme

FlameExclamation mark
GHS02,GHS07

Signalwort

Danger

Gefahreneinstufungen

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

Zielorgane

Respiratory system

Lagerklassenschlüssel

5.2 - Organic peroxides and self-reacting hazardous materials

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Analysenzertifikate (COA)

Suchen Sie nach Analysenzertifikate (COA), indem Sie die Lot-/Chargennummer des Produkts eingeben. Lot- und Chargennummern sind auf dem Produktetikett hinter den Wörtern ‘Lot’ oder ‘Batch’ (Lot oder Charge) zu finden.

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Die Dokumentenbibliothek aufrufen

Mohannad Abdo et al.
Organic letters, 14(13), 3518-3521 (2012-06-27)
The design, solid-phase synthesis, and photochemical validation of diverse peptide linchpins, containing the S,S-tetrazine phototrigger, have been achieved. Steady state irradiation or femtosecond laser pulses confirm their rapid photofragmentation. Attachment of peptides to the C- and N-termini will provide access
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
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
Tetrazine phototriggers: probes for peptide dynamics.
Matthew J Tucker et al.
Angewandte Chemie (International ed. in English), 49(21), 3612-3616 (2010-04-15)
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

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