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15033

Sigma-Aldrich

1,3-Di-Boc-2-(trifluoromethylsulfonyl)guanidine

≥95.0% (HPLC)

Synonym(s):

N,N′-Bis(tert-butoxycarboyl)-N′′-trifylguanidine

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About This Item

Linear Formula:
CF3SO2N=C[NHCO2C(CH3)3]2
CAS Number:
Molecular Weight:
391.36
Beilstein/REAXYS Number:
7947176
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.22

assay

≥95.0% (HPLC)

form

solid

mp

113 °C (dec.) (lit.)

application(s)

peptide synthesis

SMILES string

CC(C)(C)OC(=O)N\C(NC(=O)OC(C)(C)C)=N\S(=O)(=O)C(F)(F)F

InChI

1S/C12H20F3N3O6S/c1-10(2,3)23-8(19)16-7(17-9(20)24-11(4,5)6)18-25(21,22)12(13,14)15/h1-6H3,(H2,16,17,18,19,20)

InChI key

GOQZIPJCBUYLIR-UHFFFAOYSA-N

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Other Notes

Guanidinylation reagents for amines and peptides

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


Certificates of Analysis (COA)

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Abdelkader A Metwally et al.
Pharmaceutics, 3(3), 406-424 (2011-01-01)
Four guanidine derivatives of N4,N9-diacylated spermine have been designed, synthesized, and characterized. These guanidine-containing cationic lipids bound siRNA and formed nanoparticles. Two cationic lipids with C18 unsaturated chains, N1,N12-diamidino-N4,N9-dioleoylspermine and N1,N12-diamidino-N4-linoleoyl-N9-oleoylspermine, were more efficient in terms of GFP expression reduction
Tom S Carter et al.
Angewandte Chemie (International ed. in English), 55(32), 9311-9315 (2016-06-18)
Biomimetic carbohydrate receptors ("synthetic lectins") have potential as agents for biological research and medicine. However, although effective strategies are available for "all-equatorial" carbohydrates (glucose, etc.), the recognition of other types of saccharide under natural (aqueous) conditions is less well developed.
K. Feichtinger et al.
The Journal of Organic Chemistry, 63, 8432-8432 (1998)
Maryam Pourhajibagher et al.
Photodiagnosis and photodynamic therapy, 31, 101834-101834 (2020-05-29)
Antimicrobial photodynamic therapy (aPDT) is a treatment to deal with microorganisms, which is limited to treating microbial biofilms due to poor light penetration. Sonodynamic antimicrobial chemotherapy (SACT) can be used for circumventing the limitations of aPDT to inhibit the polymicrobial

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