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78133

Sigma-Aldrich

O-(6-Chlorobenzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium tetrafluoroborate

98%

Synonym(s):

1-[Bis(dimethylamino)methylen]-5-chlorobenzotriazolium 3-oxide tetrafluoroborate, N,N,N′,N′-Tetramethyl-O-(6-chloro-1H-benzotriazol-1-yl)uronium tetrafluoroborate, TCTU

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About This Item

Empirical Formula (Hill Notation):
C11H15BClF4N5O
CAS Number:
330641-16-2
Molecular Weight:
355.53
MDL number:
MFCD04973270
UNSPSC Code:
12352005
PubChem Substance ID:
57652724
NACRES:
NA.22

Assay

≥97.5% (HPLC)
98%

form

powder

reaction suitability

reaction type: Coupling Reactions

impurities

≤0.5% water

application(s)

peptide synthesis

functional group

amine
chloro

SMILES string

F[B-](F)(F)F.CN(C)C(\On1nnc2ccc(Cl)cc12)=[N+](/C)C

InChI

1S/C11H15ClN5O.BF4/c1-15(2)11(16(3)4)18-17-10-7-8(12)5-6-9(10)13-14-17;2-1(3,4)5/h5-7H,1-4H3;/q+1;-1

InChI key

GBGVQFJZGHBZMC-UHFFFAOYSA-N

Application

Coupling reagent for:
  • Synthesis via plate-based multiple parallel centrifugation synthesizer
  • Solid-phase synthesis of cyclic gramicidin analogs
  • Comparison of automatic multiple peptide synthesizers
  • Solid-phase peptide coupling with lack of racemization

Pictograms

FlameExclamation mark
GHS02,GHS07

Signal Word

Danger

Hazard Statements

H228,H317

Hazard Classifications

Flam. Sol. 1 - Skin Sens. 1A

Supplementary Hazards

EUH044

Storage Class Code

4.1B - Flammable solid hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCBN2122V
BCBH4412V
BCBG3041V
1427407
1381327

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P Carvajal-Rondanelli et al.
Amino acids, 50(5), 557-568 (2018-02-23)
Previous work demonstrated that lysine homopeptides adopt a polyproline II (PPII) structure. Lysine homopeptides with odd number of residues, especially with 11 residues (K11), were capable of inhibiting the growth of a broader spectrum of bacteria than those with an
Martyna Kielmas et al.
Analytical and bioanalytical chemistry, 407(9), 2557-2567 (2015-02-01)
Glycation of α-crystallin is responsible for age- and diabetic-related cataracts, which are the main cause of blindness worldwide. We optimized the method of identification of lysine residues prone to glycation using the combination of LC-MS, isotopic labeling, and modified synthetic

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