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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
Pricing and availability is not currently available.

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[1] and esophageal cancer cell lines[2]
  • to crosslink amyloid-β protein[3]
  • to crosslink gelatin in 3D scaffold preparation of trachea[4]

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.[5] It is toxic to aquatic organisms.[6] Its allergic nature leads to hypersensitivity reactions. Contact of glutaraldehyde vapors in endoscopy contributes to Colitis.[7]

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

Storage Class Code

8A - Combustible corrosive hazardous materials

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)

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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)
Glutaraldehyde: behavior in aqueous solution, reaction with proteins, and application to enzyme crosslinking
Migneault I, et al.
Biotechniques, 37(5), 790-802 (2004)
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)
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)

Questions

1–5 of 5 Questions  
  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

      Helpful?

  3. Is the 25% concentration in terms of w/w or w/v?

    1 answer
    1. This product is a 25% weight per weight (w/w) solution.

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  4. What type of product should be ordered to ensure that each lot provides clear glutaraldehyde solutions?

    1 answer
    1. Grade II glutaraldehyde solutions may exhibit variation in color between lots. For consistent clarity, it is advisable to order Grade I glutaraldehyde, which is a purer product. This higher-grade variant must be stored frozen and is shipped with wet or dry ice. While Grade II is often suitable for industrial or technical applications, Grade I glutaraldehyde solutions are designed for more precise applications, such as electron microscopy, where a pure product is essential.

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  5. What is the storage?

    1 answer
    1. This product may be stored at ambient temperature. This material is air-sensitive and should be stored under inert gas to preserve product integrity.

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