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CN

SML2497

BIO 1211 trifluoroacetate salt

≥97% (HPLC)

Synonym(s):

2-MPUPA-LDVP trifluoroacetate, 4-(N′-(2-Methylphenyl)urea)-phenylacetyl-LDVP trifluoroacetate, BIO-1211 trifluoroacetate, BIO1211 trifluoroacetate, N-[2-[4-[[[(2-Methylphenyl)amino]carbonyl]amino]phenyl]acetyl]-L-leucyl-L-α-aspartyl-L-valyl-L-proline trifluoroacetate, N-[[4-[[[(2-Methylphenyl)amino]carbonyl]amino]-phenyl]acetyl]-LDVP trifluoroacetate, N-[[4-[[[(2-Methylphenyl)amino]carbonyl]amino]-phenyl]acetyl]-Leu-Asp-Val-Pro trifluoroacetate, N-[[4-[[[(2-Methylphenyl)amino]carbonyl]amino]-phenyl]acetyl]-fibronectin CS-1 fragment (1980-1983) trifluoroacetate

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About This Item

Empirical Formula (Hill Notation):
C36H48N6O9 · xC2HF3O2
CAS Number:
187735-94-0
Molecular Weight:
708.80 (free base basis)
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
MFCD02259692
Assay:
≥97% (HPLC)
Form:
film
lyophilized powder
Storage condition:
desiccated

Key Documents

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Product Name

BIO 1211 trifluoroacetate salt, ≥97% (HPLC)

SMILES string

N3([C@@H](CCC3)C(=O)O)C(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)Cc1ccc(cc1)NC(=O)Nc2c(cccc2)C)CC(C)C)CC(=O)O)C(C)C

InChI

1S/C36H48N6O9/c1-20(2)17-26(38-29(43)18-23-12-14-24(15-13-23)37-36(51)40-25-10-7-6-9-22(25)5)32(46)39-27(19-30(44)45)33(47)41-31(21(3)4)34(48)42-16-8-11-28(42)35(49)50/h6-7,9-10,12-15,20-21,26-28,31H,8,11,16-19H2,1-5H3,(H,38,43)(H,39,46)(H,41,47)(H,44,45)(H,49,50)(H2,37,40,51)/t26-,27-,28-,31-/m0/s1

InChI key

NVVGCQABIHSJSQ-KFZSMJGVSA-N

assay

≥97% (HPLC)

form

film
lyophilized powder

storage condition

desiccated

color

white to beige

shipped in

wet ice

storage temp.

−20°C

Biochem/physiol Actions

BIO 1211 is a selective, tight-binding α4β1 (VLA-4, very late antigen-4; koff = 1.4 x 10-4/s, KD = 70 pM) integrin antagonist (VCAM-Ig Jurkat surface binding IC50 = 1 nM; integrin-mediated cell adhesion IC50 = 4 nM/α4β1, 2 μM/α4β7, >100 μM/α1β1, α5β1, α6β1, αLβ2, αIIBβ3) based on the Leu-Asp-Val (LDV) sequence from the alternatively spliced connecting segment-1 (CS-1) of fibronectin (aa 1980-1983). In addition to probing α4β1-mediated cellular responses, BIO 1211 is also widely used in animal disease models in vivo, including MS (5-10 mg/kg; murine EAE) and asthma (1-10 mg/kg via intranasal or nebulizer to mice, rats, sheep; 3 mg/sheep iv.).
Potent and selective α4β1 integrin (VLA-4) antagonist for probing α4β1-mediated cellular & pathological responses in vitro and in vivo.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000063338
0000056010

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K c Lin et al.
Journal of medicinal chemistry, 42(5), 920-934 (1999-03-12)
Integrin alpha4beta1 mediates leukocyte recruitment, activation, mediator release, and apoptosis inhibition, and it plays a central role in inflammatory pathophysiology. High-affinity, selective inhibitors of alpha4beta1, based on the Leu-Asp-Val (LDV) sequence from the alternatively spliced connecting segment-1 (CS-1) peptide of
Xin-wei Dong et al.
Zhejiang da xue xue bao. Yi xue ban = Journal of Zhejiang University. Medical sciences, 37(4), 340-344 (2008-08-16)
To determine the inhibitory effects of BIO-1211, a very late antigen-4 (vla-4) antagonist, on bronchoconstriction and neutrophil adhesion in rats. For evaluating ovalbumin-induced bronchoconstriction in the sensitized rats, the changes in lung resistance (RL) and lung dynamic compliance (C(dyn)) were
Olli-Pekka Pulkka et al.
Journal of cellular and molecular medicine, 22(4), 2220-2230 (2018-01-30)
The molecular mechanisms for the dissemination and metastasis of gastrointestinal stromal tumours (GIST) are incompletely understood. The purpose of the study was to investigate the clinical relevance of integrin alpha 4 (ITGA4) expression in GIST. GIST transcriptomes were first compared
B V Karanam et al.
Xenobiotica; the fate of foreign compounds in biological systems, 37(5), 487-502 (2007-05-25)
BIO1211 is a small peptidyl potent antagonist of the activated form of alpha4beta1 integrin. The effect of enalapril on the in vitro and in vivo cleavage of BIO1211 was investigated. In heparinized blood, plasma and rat liver, lung and intestinal
W M Abraham et al.
American journal of respiratory and critical care medicine, 162(2 Pt 1), 603-611 (2000-08-10)
The leukocyte integrin very late antigen-4 (alpha(4)beta(1), CD49d/CD29) is an adhesion receptor that plays an important role in allergic inflammation and contributes to antigen-induced late responses (LAR) and airway hyperresponsiveness (AHR). In this study, we show that single doses of
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