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SML0041

Sigma-Aldrich

Batimastat

≥98% (HPLC), powder, matrix metalloproteinase inhibitor

Synonyme(s) :

BB-94; (2R,3S)-N4-Hydroxy-N1-[(1S)-2-(methylamino)-2-oxo-1-(phenylmethyl)ethyl]-2-(2-methylpropyl)-3-[(2-thienylthio)methyl]butanediamide

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About This Item

Formule empirique (notation de Hill):
C23H31N3O4S2
Numéro CAS:
130370-60-4
Poids moléculaire :
477.64
Numéro MDL:
MFCD00866533
Code UNSPSC :
12352200
ID de substance PubChem :
329825111
Nomenclature NACRES :
NA.77

product name

Batimastat, ≥98% (HPLC)

Niveau de qualité

100

Pureté

≥98% (HPLC)

Forme

powder

Couleur

white to tan

Solubilité

DMSO: ≥15 mg/mL

Conditions d'expédition

wet ice

Température de stockage

−20°C

Chaîne SMILES 

CNC(=O)[C@H](Cc1ccccc1)NC(=O)[C@H](CC(C)C)[C@H](CSc2cccs2)C(=O)NO

InChI

1S/C23H31N3O4S2/c1-15(2)12-17(18(22(28)26-30)14-32-20-10-7-11-31-20)21(27)25-19(23(29)24-3)13-16-8-5-4-6-9-16/h4-11,15,17-19,30H,12-14H2,1-3H3,(H,24,29)(H,25,27)(H,26,28)/t17-,18+,19+/m1/s1

Clé InChI

XFILPEOLDIKJHX-QYZOEREBSA-N

Application

Batimastat has been used to inhibit matrix metalloproteinases (MMPs) activity in various studies.

Actions biochimiques/physiologiques

Batimastat is hydroxamate-type inhibitor of matrix metalloproteinases (MMP). It inhibits the growth and spread of lung tumors, breast cancer regrowth and human colon tumor growth and spread in mouse models. Batimastat reduces MMP-mediated vascular dysfunction and vessel wall damage and enhances the sealing ability and bond strength of dental adhesives.
Batimastat is a potent, broad spectrum matrix metalloprotease (MMP) inhibitor.

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

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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S100A4 elevation empowers expression of metastasis effector molecules in human breast cancer
Ismail TM, et al.
Cancer Research, 77(3), 780-789 (2017)
Ursula Mirastschijski et al.
Wound repair and regeneration : official publication of the Wound Healing Society [and] the European Tissue Repair Society, 18(2), 223-234 (2010-04-23)
The ability to regulate wound contraction is critical for wound healing as well as for pathological contractures. Matrix metalloproteinases (MMPs) have been demonstrated to be obligatory for normal wound healing. This study examined the effect that the broad-spectrum MMP inhibitor
X Wang et al.
Cancer research, 54(17), 4726-4728 (1994-09-01)
Matrix metalloproteinases have been implicated in the growth and spread of metastatic tumors. This role was investigated in an orthotopic transplant model of human colon cancer in nude mice using the matrix metalloproteinase inhibitor BB-94 (batimastat). Fragments of human colon
Ricardo L Sanz et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 38(3), 518-529 (2017-12-03)
Cell-surface molecules are dynamically regulated at the synapse to assemble and disassemble adhesive contacts that are important for synaptogenesis and for tuning synaptic transmission. Metalloproteinases dynamically regulate cellular behaviors through the processing of cell surface molecules. In the present study
G W Sledge et al.
Journal of the National Cancer Institute, 87(20), 1546-1550 (1995-10-18)
Matrix metalloproteinases (MMPs) are involved in the invasion and metastasis of human cancers by mediating the degradation of extracellular matrix components. Therefore, these enzymes constitute promising targets in the development of anticancer therapies. Batimastat ([(4-N-hydroxyamino)-2R-isobutyl-3S-(thienyl-thiomethyl)succinyl]-L- phenyl-alanine-N-methylamide) is one of a
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