A0638

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A0638

Sigma

 

Adipic acid dihydrazide

≥98%

CAS Number:1071-93-8
Linear Formula:NH2NHCO(CH2)4CONHNH2
Molecular Weight:174.20
Beilstein Registry Number:973863
EC Number:213-999-5
MDL number:MFCD00007614
PubChem Substance ID:24890442

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Description

ApplicationHomobifunctional cross-linking reagent specific for aldehydes resulting in relatively stable hydrazone linkages. Typically, used in the linking of glycoproteins, such as antibodies, in a site specific fashion following periodate oxidation. Oxidation and coupling may conveniently be performed at pH 5.0 due to the low pKa of the hydrazide which avoids competition by primary amines.
Other NotesNote that the hydrazone bond may be stabilized by selective reduction using, for example, sodium cyanoborohydride.

Properties

assay≥98%
EQP levelPremium
mp180-182 °C(lit.)
solubilityH2O: 100 mg/mL
storage temp.−20°C

Safety

Personal Protective EquipmentEyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
Safety Statements22-24/25
WGK Germany3
Flash Point(F)302 °F
Flash Point(C)150 °C

References

referenceHeimgartner U, et al., Reversible and irreversible cross-linking of immunoglobulin heavy chains through their carbohydrate residues. Biochem. J. 267, 585-591, (1990) Abstract
BeilsteinBeil. 2,IV,1977
 FT-IR 2 (1), 1297:B / FT-IR 1 (1), 770:C / IR-Spectra (3), 450:D / RegBook 1 (1), 903:L / Sax 6, 143 / Sigma FT-IR 1 (2), 248:B / Structure Index 1, 139:C:2