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G4796

Sigma-Aldrich

Genipin

≥98% (HPLC), powder, insulin stimulator

Sinonimo/i:

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

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CHF 185.00
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CHF 734.00

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CHF 185.00
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About This Item

Formula empirica (notazione di Hill):
C11H14O5
Numero CAS:
6902-77-8
Peso molecolare:
226.23
Numero MDL:
MFCD00888600
Codice UNSPSC:
12352200
ID PubChem:
329799931
NACRES:
NA.77

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Nome del prodotto

Genipin, ≥98% (HPLC), powder

Livello qualitativo

100

Saggio

≥98% (HPLC)

Stato

powder

Solubilità

DMSO: ≥25 mg/mL
H2O: insoluble

Stringa SMILE

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
AZKVWQKMDGGDSV-BCMRRPTOSA-N

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Descrizione generale

Genipin is a natural cross linking agent, which is extracted from gardenia fruit.[1] 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.[2] Genipin is involved in drug delivery system.[3]

Applicazioni

Genipin has been used:
  • in chemosensitivity assay[4]
  • in the preparation of recombinant human (rh)-odontogenic ameloblast-associated protein (ODAM) -impregnated collagen gel and in vitro mineralization assay[5]
  • in genipin gel preparation[6][7]

Azioni biochim/fisiol

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

Caratteristiche e vantaggi

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

Pittogrammi

Skull and crossbones
GHS06

Avvertenze

Danger

Indicazioni di pericolo

H301

Classi di pericolo

Acute Tox. 3 Oral

Codice della classe di stoccaggio

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

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

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

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Certificati d'analisi (COA)

Lot/Batch Number
0000407639
0000407639
0000397836
0000342616
0000388545

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Effect of Sulfuric Acid Concentration on Radiological Properties of Genipin Gel Dosimeter
Al-Jarrah A, et al.
International Journal of Chemistry (Canadian Center of Science and Education), 2, 2320-4087 (2014)
Using dairy ingredients to produce edible films and biodegradable packaging materials
Tomasula PM
Dairy-Derived Ingredients: Food and Nutraceutical Uses, 589-624 (2009)
UCP2 expression may represent a predictive marker of neoadjuvant chemotherapy effectiveness for locally advanced uterine cervical cancer
Imai K, et al.
Oncology Letters, 14(1), 951-957 (2017)
Ting Ting Lau et al.
Biomedical materials (Bristol, England), 7(6), 065003-065003 (2012-11-03)
Primary hepatocyte is probably the preferred cell for cell therapy in liver regeneration. However, its non-ideal proliferation capacity and rapid loss of phenotype during 2D culture compromises the quality and quantity of the transplanted hepatocytes, resulting in variable success rates
Michael E Frohbergh et al.
Biomaterials, 33(36), 9167-9178 (2012-10-02)
Reconstruction of large bone defects remains problematic in orthopedic and craniofacial clinical practice. Autografts are limited in supply and are associated with donor site morbidity while other materials show poor integration with the host's own bone. This lack of integration
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