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A0638 Sigma-Aldrich

Adipic acid dihydrazide

≥98% (titration)

  • CAS Number 1071-93-8

  • Linear Formula NH2NHCO(CH2)4CONHNH2

  • Molecular Weight 174.20

  •  Beilstein/REAXYS Number 973863

  •  EC Number 213-999-5

  •  MDL number MFCD00007614

  •  PubChem Substance ID 24890442

  •  NACRES NA.25

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Properties

Related Categories Chemical Biology, Chemical Synthesis, Crosslinkers, Crosslinking, Homobifunctional Cross-Linking Reagents,
Quality Level   300
assay   ≥98% (titration)
mp   180-182 °C (lit.)
solubility   H2O: 100 mg/mL
storage temp.   −20°C
SMILES string   NNC(=O)CCCCC(=O)NN
InChI   1S/C6H14N4O2/c7-9-5(11)3-1-2-4-6(12)10-8/h1-4,7-8H2,(H,9,11)(H,10,12)
InChI key   IBVAQQYNSHJXBV-UHFFFAOYSA-N

Description

Application

Adipic acid dihydrazide is a homobifunctional cross-linking reagent specific for aldehydes resulting in relatively stable hydrazone linkages. Adipic acid dihydrazide is 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.

Packaging

25, 100 g in poly bottle

Other Notes

Note that the hydrazone bond may be stabilized by selective reduction using, for example, sodium cyanoborohydride.

Safety & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
302.0 °F - closed cup
Flash Point(C) 
150 °C - closed cup

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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92210 Timestrip Plus 0 °C
06693 Timestrip Plus -20 °C

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