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G6257

Sigma-Aldrich

Glutaraldéhyde solution

Grade II, 25% in H2O

Synonyme(s) :

Dialdéhyde glutarique solution, Pentane-1,5-dial

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About This Item

Formule linéaire :
OHC(CH2)3CHO
Numéro CAS:
111-30-8
Poids moléculaire :
100.12
Beilstein:
605390
Numéro MDL:
MFCD00007025
Code UNSPSC :
12352114
ID de substance PubChem :
24895250
Nomenclature NACRES :
NA.21
Le tarif et la disponibilité ne sont pas disponibles actuellement.

Type

Grade II

Niveau de qualité

200

Forme

liquid

Concentration

25% in H2O

Technique(s)

electron microscopy: suitable

Couleur

colorless

Plage de pH utile

2.9

Pf

-10  °C ((14 °F ))

Solubilité

water: soluble

Application(s)

cell analysis
sample preparation

Chaîne SMILES 

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

InChI

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

Clé InChI

SXRSQZLOMIGNAQ-UHFFFAOYSA-N

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Description générale

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]

Actions biochimiques/physiologiques

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]

Caractéristiques et avantages

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

Conditionnement

Not refrigerated en route

Attention

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

Notes préparatoires

Not specially purified.

Autres remarques

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.

Clause de non-responsabilité

“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.”

Produit comparable

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Description
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Glutaraldéhyde solution, 50% in H2O, suitable for photographic applications

G7526

Glutaraldéhyde solution, Grade I, 8% in H2O, specially purified for use as an electron microscopy fixative or other sophisticated use

G5882

Glutaraldéhyde solution, Grade I, 25% in H2O, specially purified for use as an electron microscopy fixative

G7651

Glutaraldéhyde solution, Grade I, 50% in H2O, specially purified for use as an electron microscopy fixative or other sophisticated use

G7776

Glutaraldéhyde solution, Grade I, 70% in H2O, specially purified for use as an electron microscopy fixative or other sophisticated use

49626

Glutaraldéhyde solution, suitable for electron microscopy, ~25% in H2O

49629

Glutaraldéhyde solution, technical, ~50% in H2O (5.6 M)

340855

Glutaraldéhyde solution, 50 wt. % in H2O

Mention d'avertissement

Danger

Classification des risques

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

Organes cibles

Respiratory system

Risques supp

EUH071

Code de la classe de stockage

8A - Combustible corrosive hazardous materials

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

Faites votre choix parmi les versions les plus récentes :

Certificats d'analyse (COA)

Lot/Batch Number
BCCK0578
BCCM7878
MKCW7739
BCCL3047
MKCV6038

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Si vous avez besoin d'une version particulière, vous pouvez rechercher un certificat spécifique par le numéro de lot.

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Glutardialdéhyde (25% solution in water) for synthesis

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Sigma-Aldrich

1.12179

Glutaraldéhyde solution

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)
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)
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)
Afficher tous les articles scientifiques apparentés

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

      Helpful?

  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

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  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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