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G4796

Sigma-Aldrich

Genipin

≥98% (HPLC), powder, insulin stimulator

Sinônimo(s):

Methyl (1S,2R,6S)-2-hydroxy-9-(hydroxymethyl)-3-oxabicyclo[4.3.0]nona-4,8-diene-5-carboxylate

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About This Item

Fórmula empírica (Notação de Hill):
C11H14O5
Número CAS:
6902-77-8
Peso molecular:
226.23
Número MDL:
MFCD00888600
Código UNSPSC:
12352200
ID de substância PubChem:
329799931
NACRES:
NA.77

product name

Genipin, ≥98% (HPLC), powder

Ensaio

≥98% (HPLC)

forma

powder

solubilidade

DMSO: ≥25 mg/mL
H2O: insoluble

cadeia de caracteres SMILES

COC(=O)C1=CO[C@@H](O)C2C1CC=C2CO

InChI

1S/C11H14O5/c1-15-10(13)8-5-16-11(14)9-6(4-12)2-3-7(8)9/h2,5,7,9,11-12,14H,3-4H2,1H3/t7-,9-,11-/m1/s1

chave InChI

AZKVWQKMDGGDSV-BCMRRPTOSA-N

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Descrição geral

Genipin is a natural cross linking agent, which is extracted from gardenia fruit. It prevents lipid peroxidation and production of nitric oxide. Genipin protects the hippocampal neurons from the toxicity of Alzheimer′s amyloid β protein. It has anti-inflammatory and anti-angiogenesis effects. Genipin is involved in drug delivery system.

Aplicação

Genipin has been used:
  • in chemosensitivity assay
  • in the preparation of recombinant human (rh)-odontogenic ameloblast-associated protein (ODAM) -impregnated collagen gel and in vitro mineralization assay
  • in genipin gel preparation

Ações bioquímicas/fisiológicas

Genipin stimulates insulin secretion in UCP2-dependent manner (Uncoupling protein 2). Genipin is a protein, collagen, gelatin, and chitosan cross-linker.

Características e benefícios

This compound is featured on the InsR page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Pictogramas

Skull and crossbones
GHS06

Palavra indicadora

Danger

Frases de perigo

H301

Declarações de precaução

P264 - P270 - P301 + P310 - P405 - P501

Classificações de perigo

Acute Tox. 3 Oral

Código de classe de armazenamento

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Certificados de análise (COA)

Busque Certificados de análise (COA) digitando o Número do Lote do produto. Os números de lote e remessa podem ser encontrados no rótulo de um produto após a palavra “Lot” ou “Batch”.

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Effect of inorganic salts and glucose additives on dose-response, melting point and mass density of genipin gel dosimeters
Al-Jarrah AM, et al.
Physica Medica : PM : An International Journal Devoted to the Applications of Physics to Medicine and Biology : Official Journal of the Italian Association of Biomedical Physics (AIFB), 32(1), 36-41 (2016)
Costantino Del Gaudio et al.
Biomaterials, 34(31), 7754-7765 (2013-07-19)
Rapid and controlled vascularization of engineered tissues remains one of the key limitations in tissue engineering applications. This study investigates the possible use of natural extracellular matrix-like scaffolds made of gelatin loaded with human vascular endothelial growth factor (VEGF), as
The enamel protein ODAM promotes mineralization in a collagen matrix
Ikeda Y, et al.
Connective tissue research, 59(sup1), 62-66 (2018)
Implications of protein-and peptide-based nanoparticles as potential vehicles for anticancer drugs
Elzoghby AO, et al.
Advances in Protein Chemistry and Structural Biology, 98, 169-221 (2015)
Ilaria Dando et al.
Biochimica et biophysica acta, 1833(3), 672-679 (2012-11-06)
Mitochondrial uncoupling protein 2 (UCP2) can moderate oxidative stress by favoring the influx of protons into the mitochondrial matrix, thus reducing electron leakage from respiratory chain and mitochondrial superoxide production. Here, we demonstrate that UCP2 inhibition by genipin or UCP2
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