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Merck
CN

SML2079

ATN-161

≥98% (HPLC), integrin α5β1 receptor antagonist, powder

Synonym(s):

1-Acetyl-L-prolyl-L-histidyl-L-seryl-L-cysteinyl-L-aspartamide, Ac-PHSCN-NH2, Ac-Pro-His-Ser-Cys-Asn-NH2, PHSCN (Modifications: Pro-1 = N-terminal Ac, Asn-5 = C-terminal amide)

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About This Item

Empirical Formula (Hill Notation):
C23H35N9O8S
CAS Number:
262438-43-7
Molecular Weight:
597.64
UNSPSC Code:
12171501
NACRES:
NA.77

Key Documents

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Product Name

ATN-161, ≥98% (HPLC)

SMILES string

SC[C@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H]2N(CCC2)C(=O)C)Cc1nc[nH]c1)CO)C(=O)N[C@@H](CC(=O)N)C(=O)N

InChI

1S/C23H35N9O8S/c1-11(34)32-4-2-3-17(32)23(40)29-14(5-12-7-26-10-27-12)20(37)30-15(8-33)21(38)31-16(9-41)22(39)28-13(19(25)36)6-18(24)35/h7,10,13-17,33,41H,2-6,8-9H2,1H3,(H2,24,35)(H2,25,36)(H,26,27)(H,28,39)(H,29,40)(H,30,37)(H,31,38)/t13-,14-,15-,16-,17-/m0/s1

InChI key

MMHDBUJXLOFTLC-WOYTXXSLSA-N

assay

≥98% (HPLC)

form

powder

color

white to beige

shipped in

wet ice

storage temp.

−20°C

Related Categories

Application

ATN-161 has been used as an inhibitor of integrin α5β1 and αvβ3 in cultured platelet endothelial cell adhesion molecule (PECAM1)-positive endothelial cells isolated from AL (CECAL).

Biochem/physiol Actions

ATN-161 is a non-RGD based integrin binding peptide derived from the synergy region of fibronectin that inhibits the receptors for integrins alpha-v beta-3 and integrin alpha-5 beta-1. Integrin alpha-5 beta-1 is expressed on endothelial cells and plays a key role in endothelial cell adhesion and migration and may also play a key role in cancer cell invasion and metastasis. ATN-161 was shown to have antiangigenic and antitumor activity.
Antagonist of integrin α5β1 receptor

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
0000513069
0000513068
0000513069
0000513068
0000325395

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Gulam Rabbani et al.
Biochemistry and biophysics reports, 28, 101170-101170 (2021-11-16)
SARS-CoV-2 has become a big challenge for the scientific community worldwide. SARS-CoV-2 enters into the host cell by the spike protein binding with an ACE2 receptor present on the host cell. Developing safe and effective inhibitor appears an urgent need
Takashi Nakakura et al.
Cell and tissue research, 384(2), 449-463 (2021-01-16)
Endothelial fenestrae are the transcellular pores existing on the capillary walls which are organized in clusters referred to as sieve plates. They are also divided by a diaphragm consisting of plasmalemma vesicle-associated protein (PLVAP). In this study, we examined the
Wen-Qiu Wang et al.
Molecular pharmaceutics, 13(9), 2881-2890 (2016-04-19)
The wet form of age-related macular degeneration (AMD) is a leading cause of blindness among elderly Americans and is characterized by abnormal vessel growth, termed choroidal neovascularization (CNV). Integrin α5β1 is a transmembrane receptor that binds matrix macromolecules and proteinases
Jie Chen et al.
The American journal of pathology, 185(9), 2575-2589 (2015-07-28)
Endothelial cell interactions with transitional matrix proteins, such as fibronectin, occur early during atherogenesis and regulate shear stress-induced endothelial cell activation. Multiple endothelial cell integrins bind transitional matrix proteins, including α5β1, αvβ3, and αvβ5. However, the role these integrins play
M E Cianfrocca et al.
British journal of cancer, 94(11), 1621-1626 (2006-05-18)
To evaluate the toxicity, pharmacological and biological properties of ATN-161, a five -amino-acid peptide derived from the synergy region of fibronectin, adult patients with advanced solid tumours were enrolled in eight sequential dose cohorts (0.1-16 mg kg(-1)), receiving ATN-161 administered

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