Dimethyl squarate

Dimethyl squarate Structure
Dimethyl squarate structure
Common Name Dimethyl squarate
CAS Number 5222-73-1 Molecular Weight 142.109
Density 1.3±0.1 g/cm3 Boiling Point 286.1±50.0 °C at 760 mmHg
Molecular Formula C6H6O4 Melting Point 55-57 °C(lit.)
MSDS Chinese USA Flash Point 128.0±30.2 °C
Symbol GHS08
GHS08
Signal Word Danger

A Cholera Conjugate Vaccine Containing O-specific Polysaccharide (OSP) of V. cholerae O1 Inaba and Recombinant Fragment of Tetanus Toxin Heavy Chain (OSP:rTTHc) Induces Serum, Memory and Lamina Proprial Responses against OSP and Is Protective in Mice.

PLoS Negl. Trop. Dis. 9 , e0003881, (2015)

Vibrio cholerae is the cause of cholera, a severe watery diarrhea. Protection against cholera is serogroup specific. Serogroup specificity is defined by the O-specific polysaccharide (OSP) component of lipopolysaccharide (LPS).Here we describe a conjugate vac...

Squaric acid-based peptidic inhibitors of matrix metalloprotease-1.

J. Org. Chem. 70(26) , 10792-802, (2005)

[structure: see text] A series of squaric acid-peptide conjugates were synthesized and evaluated as inhibitors of MMP-1. The cyclobut-3-enedione core was substituted at the 3-position with several functional groups, such as -N(alkyl)OH, -NHOH, and -OH, that a...

Tetrahedron Lett. 34 , 6177, (1993)

J. Org. Chem. 59 , 3284, (1994)

J. Org. Chem. 57 , 6896, (1992)

Hydroxylamin-Derivate der Quadratsäure. Zinner G, et al.

Arch. Pharm. (Weinheim) 318(11) , 977-983, (1985)

Squaramide-catalyzed enantioselective Friedel-Crafts reaction of indoles with imines.

Chem. Commun. (Camb.) 46(17) , 3004-6, (2010)

Chiral squaramides are highly enantioselective catalysts for Friedel-Crafts reaction of indoles with N-tosyl imines, affording 3-indolyl methanamine products in 85-96% yields and 84-96% ees.

Simple, direct conjugation of bacterial O-SP-core antigens to proteins: development of cholera conjugate vaccines.

Bioconjug. Chem. 22(10) , 2179-85, (2011)

Bacterial O-SP-core antigens can be conjugated to proteins in the same, simple way as synthetic, linker-equipped carbohydrates by applying squaric acid chemistry. Introduction of spacers (linkers) to either O-SP-core antigens or protein carriers, which is inv...

Evaluation in mice of a conjugate vaccine for cholera made from Vibrio cholerae O1 (Ogawa) O-specific polysaccharide.

PLoS Negl. Trop. Dis. 8(2) , e2683, (2014)

Protective immunity against cholera is serogroup specific. Serogroup specificity in Vibrio cholerae is determined by the O-specific polysaccharide (OSP) of lipopolysaccharide (LPS). Generally, polysaccharides are poorly immunogenic, especially in young childr...