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Safety Information

SML2079

Sigma-Aldrich

ATN-161

≥98% (HPLC)

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

Assay

≥98% (HPLC)

form

powder

color

white to beige

shipped in

wet ice

storage temp.

−20°C

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

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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

SML2079-BULK:
SML2079-5MG:
SML2079-VAR:
SML2079-25MG:

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
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
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
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

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