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Key Documents

V1008

Sigma-Aldrich

Val-Gly-Val-Ala-Pro-Gly

≥97% (HPLC)

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About This Item

Empirical Formula (Hill Notation):
C22H38N6O7
CAS Number:
Molecular Weight:
498.57
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:

Assay

≥97% (HPLC)

storage temp.

−20°C

SMILES string

CC(C)C(N)C(=O)NCC(=O)NC(C(C)C)C(=O)NC(C)C(=O)N1CCCC1C(=O)NCC(O)=O

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Biochem/physiol Actions

Chemotactic toward fibroblasts and monocytes.
Recognition sequence for the elastin receptor. Acts on vascular smooth muscle cells to release matrix metalloproteinase 1 (collagenase) and may induce angiogenesis.

Other Notes

Repeating peptide in elastin.

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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G B Nackman et al.
Surgery, 122(1), 39-44 (1997-07-01)
Infusion of the abdominal aorta with pancreatic elastase induces aneurysms in a rat model (Anidjar/Dobrin). Because elastolysis liberates elastin degradation products (EDPs), the present experiment was carried out to test the hypothesis that an EDP alone could induce features of
Nicolas Floquet et al.
Biopolymers, 76(3), 266-280 (2004-05-19)
Elastic fibers are an important component of the extracellular matrix, providing elasticity and resilience to tissues that require the ability to deform repetitively and reversibly. Among the elastin-derived peptides, the Val-Gly-Val-Ala-Pro-Gly (VGVAPG) hexapeptide is known for its chemotactic activity and
C Lombard et al.
Biochimie, 88(12), 1915-1921 (2006-09-02)
In normal and pathological tissues, polymorphonuclear leukocyte proteases (elastase, cathepsin G and proteinase 3) may generate soluble peptides through limited proteolysis of elastin, the main component of mature elastic fibres. Elastin-derived peptides display diverse biological activities including cell migration, differentiation
J Condeelis et al.
Cancer metastasis reviews, 11(1), 55-68 (1992-03-01)
Amoeboid movement, and in some cases, amoeboid chemotaxis, is a key step in tumor metastasis. The high degree of conservation in signal transduction pathways and motile machinery in eukaryotic cells suggests that insights and molecular probes developed from the study
László Köhidai et al.
Journal of peptide science : an official publication of the European Peptide Society, 10(7), 427-438 (2004-08-10)
Elastin is one of the most significant components of the extracellular matrix, which supports the stretchiness of the blood vessels via its helical structure and cross-links. Enzymatic decomposition of this protein could induce chemotactic responses of cell populations in the

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