H-Arg-Gly-Asp-OH

Names

[ Name ]:
H-Arg-Gly-Asp-OH

[Synonym ]:
L-Aspartic acid, L-arginylglycyl-
F-336
L-Arginylglycyl-L-aspartic acid
L-Aspartic acid, N-(diaminomethylene)-L-ornithylglycyl-
aspartic acid, N-[2-[[(1Z,2S)-2-amino-5-[(aminoiminomethyl)amino]-1-hydroxypentylidene]amino]-1-hydroxyethylidene]-, (Z)-
Arg-Gly-Asp (RGD)
arginyl-glycyl-aspartic acid
l-arginylglycylaspartic acid
RGD
Arg-Gly-Asp acetate
H2N-RGD-OH
N-(Diaminomethylene)-L-ornithylglycyl-L-aspartic acid
MFCD00057952
(2S)-2-({N-[(2S)-5-{[amino(iminio)methyl]amino}-2-ammoniopentanoyl]glycyl}amino)butanedioate
H-ARG-GLY-ASP-OH
Rgd tripeptide sequence
RGD (Arg-Gly-Asp) Peptides
RGD PEPTIDE (CORE)
N-(diaminomethylidene)-L-ornithylglycyl-L-aspartic acid

Biological Activity

[Description]:

RGD Trifluoroacetate is a tripeptide that effectively triggers cell adhesion, addresses certain cell lines and elicits specific cell responses; binds to integrins.

[Related Catalog]:

Signaling Pathways >> Cytoskeleton >> Integrin

Research Areas >> Cancer

Peptides

[Target]

Integrin[1]

[In Vitro]

RGD Trifluoroacetate is the most effective and most often employed peptide sequence for stimulated cell adhesion on synthetic surfaces. There are 24 integrins binding to ECM molecules in a RGD dependent manner: α3β1, α5β1, α8β1, αIIbβ3, αvβ1, αvβ3, αvβ5, αvβ6, αvβ8, and to some extent α2β1 and α4β1[1].

[References]

[1]. Hersel U, et al. RGD modified polymers: biomaterials for stimulated cell adhesion and beyond. Biomaterials. 2003 Nov;24(24):4385-415.

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
1.6±0.1 g/cm3

[ Melting Point ]:
153-155℃ (ethyl ether )

[ Molecular Formula ]:
C₁₂H₂₂N₆O₆

[ Molecular Weight ]:
346.340

[ Exact Mass ]:
346.160095

[ PSA ]:
220.72000

[ LogP ]:
-1.94

[ Index of Refraction ]:
1.648

[ Storage condition ]:
−20°C

[ Water Solubility ]:
Soluble in 0.1N acetic acid at 20mg/ml

MSDS

Click to get detail MSDS

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Hazard Codes ]:
Xi

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ HS Code ]:
2925290090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2925290090

[ Summary ]:
2925290090 other imines and their derivatives; salts thereof。Supervision conditions:None。VAT:17.0%。Tax rebate rate:9.0%。MFN tariff:6.5%。General tariff:30.0%

Articles

Coculture of dorsal root ganglion neurons and differentiated human corneal stromal stem cells on silk-based scaffolds.

J. Biomed. Mater. Res. A 103 , 3339-48, (2015)

Corneal tissue displays the highest peripheral nerve density in the human body. Engineering of biomaterials to promote interactions between neurons and corneal tissue could provide tissue models for n...

Inducing cells to disperse nickel nanowires via integrin-mediated responses.

Nanotechnology 26(13) , 135102, (2015)

We present non-cytotoxic, magnetic, Arg-Gly-Asp (RGD)-functionalized nickel nanowires (RGD-nanowires) that trigger specific cellular responses via integrin transmembrane receptors, resulting in disper...

Improved tumor-targeting MRI contrast agents: Gd(DOTA) conjugates of a cycloalkane-based RGD peptide.

Biochem. Biophys. Res. Commun. 455(3-4) , 246-50, (2014)

Two new MRI contrast agents, Gd-DOTA-c(RGD-ACP-K) (1) and Gd-DOTA-c(RGD-ACH-K) (2), which were designed by incorporating aminocyclopentane (ACP)- or aminocyclohexane (ACH)-carboxylic acid into Gd-DOTA...