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Merck
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SML2475

Sigma-Aldrich

Larazotide acetate salt

≥95% (HPLC)

Synonyme(s) :

AT-1001, AT1001, GGVLVQPG acetate, Glycylglycyl-L-valyl-L-leucyl-L-valyl-L-glutaminyl-L-prolyl-glycine acetate

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About This Item

Formule empirique (notation de Hill):
C32H55N9O10 · xC2H4O2
Numéro CAS:
881851-50-9
Poids moléculaire :
725.83 (free base basis)
Code UNSPSC :
12352200
Nomenclature NACRES :
NA.77

Essai

≥95% (HPLC)

Forme

powder

Couleur

white to beige

Conditions d'expédition

wet ice

Température de stockage

−20°C

Chaîne SMILES 

N1([C@@H](CCC1)C(=O)NCC(=O)O)C(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)CNC(=O)CN)C(C)C)CC(C)C)C(C)C)CCC(=O)N.OC(=O)C

InChI

1S/C32H55N9O10.C2H4O2/c1-16(2)12-20(38-30(49)26(17(3)4)39-24(44)14-35-23(43)13-33)28(47)40-27(18(5)6)31(50)37-19(9-10-22(34)42)32(51)41-11-7-8-21(41)29(48)36-15-25(45)46;1-2(3)4/h16-21,26-27H,7-15,33H2,1-6H3,(H2,34,42)(H,35,43)(H,36,48)(H,37,50)(H,38,49)(

Actions biochimiques/physiologiques

Larazotide acetate (AT1001) is a Zonulin receptor antagonist, a tight junction modulator. Larazotide inhibition of zonulin results in reducing trafficking across epithelial cells in the intestines and reducing intestinal permeability and "leaky gut," thought to be a gateway to multiple autoimmune diseases, including celiac disease, irritable bowel syndrome (IBS), inflammatory bowel diseases (IBD, Crohn′s and ulcerative colitis), type 1 diabetes mellitus (T1DM), nonalcoholic steatohepatitis (NASH), chronic kidney disease (CKD) and several others. It has been shown to inhibit the effect of inflammatory cytokines such as tumor necrosis factor (TNF-alpha) and interleukin (IL-4), blocking their increase of intestinal epithelial permeability.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

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Certificats d'analyse (COA)

Lot/Batch Number

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Shahryar Khaleghi et al.
Therapeutic advances in gastroenterology, 9(1), 37-49 (2016-01-16)
Celiac disease (CD) is a common chronic immune disease triggered by gluten. Gliadin peptides pass through the epithelial layers, either paracellularly or transcellularly, to launch a potent adaptive immune response in the lamina propria. This aberrant immune response leads to
Craig Sturgeon et al.
Annals of the New York Academy of Sciences, 1397(1), 130-142 (2017-04-20)
Increased small intestinal permeability (IP) has been proposed to be an integral element, along with genetic makeup and environmental triggers, in the pathogenies of chronic inflammatory diseases (CIDs). We identified zonulin as a master regular of intercellular tight junctions linked
Alessio Fasano
Clinical gastroenterology and hepatology : the official clinical practice journal of the American Gastroenterological Association, 10(10), 1096-1100 (2012-08-21)
One of the most important and overlooked functions of the gastrointestinal tract is to provide a dynamic barrier to tightly controlled antigen trafficking through both the transcellular and paracellular pathways. Intercellular tight junctions (TJ) are the key structures regulating paracellular

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