Biotinyl-GHK tripeptide

Basic Information

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CAS Number

299157-54-3

Molecular Formula

C24H38N8O6S

Molecular Weight

566.67 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Amines

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Laboratory Chemicals Research Chemicals Biochemical Reagents

Basic Physical Properties

SMILES

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NCCCC[C@@H](C(=O)O)NC(=O)[C@H](Cc1cnc[nH]1)NC(=O)CNC(=O)CCCC[C@H]1SC[C@@H]2[C@H]1NC(=O)N2

InChI

InChI=1S/C24H38N8O6S/c25-8-4-3-5-15(23(36)37)30-22(35)16(9-14-10-26-13-28-14)29-20(34)11-27-19(33)7-2-1-6-18-21-17(12-39-18)31-24(38)32-21/h10,13,15-18,21H,1-9,11-12,25H2,(H,26,28)(H,27,33)(H,29,34)(H,30,35)(H,36,37)(H2,31,32,38)/t15-,16-,17+,18+,21+/m0/s1

InChIKey

WCKVVODUWGBPQV-JDNULILRSA-N

LogP

-1.0225999999999937

Topological Polar Surface Area

220.43 Å²

Hydrogen Bond Donor/Acceptor

9 / 14

Synonyms & References

English

(2S)-2-[[(2S)-2-[[2-[5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoylamino]acetyl]amino]-3-(1H-imidazol-5-yl)propanoyl]amino]-6-aminohexanoic acid
Biotinoyl tripeptide-1
N-[5-[(3aS,4S,6aR)-Hexahydro-2-oxo-1H-thieno[3,4-d]imidazol-4-yl]-1-oxopentyl]glycyl-L-histidyl-L-lysine
Biotinyl-GHK tripeptide
Procapil
BiotinoylTripeptide-1
Biotinoyl Tripeptide-1/Procapil

FAQ

What are the physical and chemical properties of Biotinyl-GHK tripeptide (CAS: 299157-54-3)?

Biotinyl-GHK tripeptide is a crystalline compound with a molecular weight of approximately 498.44 g/mol. It is soluble in water but has poor solubility in organic solvents. The tripeptide exhibits moderate reactivity, particularly in the presence of reducing agents. It is stable under neutral conditions but can be sensitive to strong acids and bases.

How is Biotinyl-GHK tripeptide (CAS: 299157-54-3) typically synthesized?

Biotinyl-GHK tripeptide is typically synthesized through solid-phase peptide synthesis (SPPS) using standard Fmoc chemistry. The tripeptide is assembled on a solid support, with the biotin group introduced at the final step. Commonly, the biotinylation reaction involves the use of N-hydroxysuccinimide (NHS) ester biotin, which reacts selectively with the free amine group of the tripeptide to form an amide bond.

What industries use Biotinyl-GHK tripeptide (CAS: 299157-54-3)?

Biotinyl-GHK tripeptide is widely used in the pharmaceutical industry for skin care products due to its ability to stimulate collagen synthesis. It is also utilized in the cosmetic industry for anti-aging formulations. Additionally, it finds applications in bioconjugation for biosensors and as a component in peptide-based drug delivery systems.

What precautions should be taken when handling Biotinyl-GHK tripeptide (CAS: 299157-54-3)?

When handling Biotinyl-GHK tripeptide, it is essential to wear appropriate personal protective equipment (PPE) such as gloves and safety goggles. Work should be conducted in a well-ventilated area or under a fume hood. In case of a spill, immediately clean up using a suitable absorbent material and dispose of it according to laboratory waste protocols. Always refer to the safety data sheet (SDS) for detailed handling instructions.