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156868

Sigma-Aldrich

(+)-N,N′-Diallyltartramide

≥99%

Synonym(s):

N,N′-Diallyl L-tartardiamide, N,N′-Diallyltartramide, DATD

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About This Item

Linear Formula:
[CH(OH)CONHCH2CH=CH2]2
CAS Number:
58477-85-3
Molecular Weight:
228.25
Beilstein/REAXYS Number:
1712934
EC Number:
261-277-3
MDL number:
MFCD00008640
UNSPSC Code:
12352002
PubChem Substance ID:
24849641
NACRES:
NA.22

Quality Level

100

assay

≥99%

optical activity

[α]20/D +108°, c = 2.4 in H2O

mp

186-188 °C (lit.)

SMILES string

O[C@H]([C@@H](O)C(=O)NCC=C)C(=O)NCC=C

InChI

1S/C10H16N2O4/c1-3-5-11-9(15)7(13)8(14)10(16)12-6-4-2/h3-4,7-8,13-14H,1-2,5-6H2,(H,11,15)(H,12,16)/t7-,8-/m1/s1

InChI key

ZRKLEAHGBNDKHM-HTQZYQBOSA-N

Related Categories

General description

(+)-N,N′-Diallyltartramide can be used as a cross-linking agent during the preparation of hydrogels.

Application

(+)-N,N′-Diallyltartramide can be used as a crosslinking agent:
  • In the polymerization of soluble polyacrylamide gels for electrophoresis applications.
  • In the preparation of hydrogel containing cellulose, which is used as a component of an actuator capable of controlled soil irrigation.
  • In the synthesis of dendronized polymers, which are used to prepare hydrogels containing ciprofloxacin for controlled drug release.

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)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Edmund G Wee et al.
Molecular therapy. Methods & clinical development, 14, 148-160 (2019-08-02)
The aim of this work was to start collecting information on rational combination of antibody (Ab) and T cell vaccines into single regimens. Two promising candidate HIV-1 vaccine strategies, sequential isolates of CH505 virus Envs developed for initiation of broadly neutralizing
Roberto Sánchez-Sánchez et al.
Antimicrobial agents and chemotherapy, 63(7) (2019-05-08)
Previous studies on drug efficacy showed low protection against abortion and vertical transmission of Toxoplasma gondii in pregnant sheep. Bumped kinase inhibitors (BKIs), which are ATP-competitive inhibitors of calcium-dependent protein kinase 1 (CDPK1), were shown to be highly efficacious against
Ashish Khaparde et al.
Journal of pharmaceutical and biomedical analysis, 181, 113099-113099 (2020-01-25)
A generic multi-component approach was designed to perform simultaneous in situ polymerization and ligand immobilization to develop affinity porous polymer based chromatography resin in a facile mode. This strategy exploits the regioselective ring opening reaction between epoxy group of monomer
Journal of Chromatography A, 638, 165-165 (1993)
Olga Kornysova et al.
Electrophoresis, 25(16), 2825-2829 (2004-09-08)
A simplified approach to synthesize nonparticulate (continuous or monolithic) beds with embedded vancomycin chiral selectors for capillary electrochromatography is proposed. In the present approach, N,N'-diallyltartardiamide monomer with diol functionality is used, which can be readily converted to aldehyde groups via
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