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G6257

Sigma-Aldrich

Glutaraldehyde solution

Grade II, 25% in H2O

Synonym(s):

Glutaric dialdehyde solution, Pentane-1,5-dial

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About This Item

Linear Formula:
OHC(CH2)3CHO
CAS Number:
Molecular Weight:
100.12
Beilstein:
605390
MDL number:
UNSPSC Code:
12352114
PubChem Substance ID:
NACRES:
NA.21

type

Grade II

Quality Level

form

liquid

concentration

25% in H2O

technique(s)

electron microscopy: suitable

color

colorless

useful pH range

2.9

mp

-10  °C ((14 °F ))

solubility

water: soluble

application(s)

cell analysis
sample preparation

SMILES string

[H]C(CCCC([H])=O)=O

InChI

1S/C5H8O2/c6-4-2-1-3-5-7/h4-5H,1-3H2

InChI key

SXRSQZLOMIGNAQ-UHFFFAOYSA-N

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General description

Glutaraldehyde, known as Glutaric dialdehyde or Pentane-1,5-dial, serves as a versatile reagent with applications spanning various research domains, including cell biology and biochemical research. It finds applications as a protein crosslinker, aids in enzyme immobilization for microscopy, and contributes to histochemistry and cytochemistry processes. As an amine-reactive homobifunctional crosslinker, it acts as a cell fixative before procedures like SDS-PAGE, staining, or electron microscopy, making it a valuable tool for diverse morphological studies.

Glutaraldehyde demonstrates efficacy in crosslinking amine and hydrazine derivatives to proteins and other amine-containing polymers. Notably, it allows direct coupling of biotin hydrazides to nucleic acids, offering potential applications in conjugating fluorescent hydrazides and hydroxylamines to DNA. Moreover, in histology studies, Glutaraldehyde is employed for preserving tissue sections and preparing them for detailed examination.

Application

Glutaraldehyde solution has been used:
  • for fixation of mouse and esophageal cancer cell lines
  • to crosslink amyloid-β protein
  • to crosslink gelatin in 3D scaffold preparation of trachea

Biochem/physiol Actions

Glutaraldehyde is an effective protein crosslinker and finds application in techniques like enzyme immobilisation microscopy, histochemistry and cytochemistry. It exists in different forms under acidic or neutral conditions. It is toxic to aquatic organisms. Its allergic nature leads to hypersensitivity reactions. Contact of glutaraldehyde vapors in endoscopy contributes to Colitis.

Features and Benefits

  • Versatile and adaptable for wide variety of research applications
  • Ready-made solution reduces the need for preparation time

Packaging

Not refrigerated en route

Caution

This grade is not recommended for use as an electron microscopy fixative.

Preparation Note

Not specially purified.

Other Notes

For additional information on our range of Biochemicals, please complete this form.
To gain a comprehensive understanding of our extensive range of Monosaccharides for your research, we encourage you to visit our Carbohydrates Category page.

Disclaimer

“The product is not intended for use as a biocide under global biocide regulations, including but not limited to US EPA′s Federal Insecticide Fungicide and Rodenticide Act, European Biocidal Products Regulation, Canada’s Pest Management Regulatory Agency, Turkey’s Biocidal Products Regulation, Korea’s Consumer Chemical Products and Biocide Safety Management Act (K-BPR) and others.”

Signal Word

Danger

Hazard Classifications

Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 2 - Eye Dam. 1 - Resp. Sens. 1 - Skin Corr. 1B - Skin Sens. 1 - STOT SE 3

Target Organs

Respiratory system

Supplementary Hazards

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number

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Glutaraldehyde: behavior in aqueous solution, reaction with proteins, and application to enzyme crosslinking
Migneault I, et al.
Biotechniques, 37(5), 790-802 (2004)
Sorption characteristics of mixed molecules of glutaraldehyde from water on mesoporous acid-amine modified low-cost activated carbon: mechanism, isotherm, and kinetics
Lloyd M, et al.
Journal of Chemistry, 2015, 790-802 (2015)
Amyloid-beta oligomerization in Alzheimer dementia versus high-pathology controls
Esparza TJ, et al.
Annals of Neurology, 73(1), 104-119 (2013)
A novel tissue-engineered trachea with a mechanical behavior similar to native trachea
Park JH, et al.
Biomaterials, 62(1), 106-115 (2015)
Initiation of apoptosis, cell cycle arrest and autophagy of esophageal cancer cells by dihydroartemisinin
Du XX, et al.
Biomedicine and Pharmacotherapy, 67(5), 417-424 (2013)

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