L-Histidyl-D-tryptophyl-L-alanyl-L-tryptophyl-D-phenylalanyl-L-lysinamide | CAS No. 87616-84-0

L-Histidyl-D-tryptophyl-L-alanyl-L-tryptophyl-D-phenylalanyl-L-lysinamide

Basic Information

CAS Number

87616-84-0

Molecular Formula

C46H56N12O6

Molecular Weight

873.03 g/mol

AD

Basic Physical Properties

Boiling Point

1407°C at 760 mmHg

Density

1.333

Flash Point

804.7°C

Refractive Index

1.664

Vapor Pressure

0.0±0.3 mmHg at 25°C

C[C@@H](C(=O)N[C@@H](Cc1c[nH]c2c1cccc2)C(=O)N[C@H](Cc3ccccc3)C(=O)N[C@@H](CCCCN)C(=O)N)NC(=O)[C@@H](Cc4c[nH]c5c4cccc5)NC(=O)[C@H](Cc6c[nH]cn6)N

InChI

InChI=1S/C46H56N12O6/c1-27(54-44(62)39(20-29-23-51-35-15-7-5-13-32(29)35)57-43(61)34(48)22-31-25-50-26-53-31)42(60)56-40(21-30-24-52-36-16-8-6-14-33(30)36)46(64)58-38(19-28-11-3-2-4-12-28)45(63)55-37(41(49)59)17-9-10-18-47/h2-8,11-16,23-27,34,37-40,51-52H,9-10,17-22,47-48H2,1H3,(H2,49,59)(H,50,53)(H,54,62)(H,55,63)(H,56,60)(H,57,61)(H,58,64)/t27-,34-,37-,38+,39+,40-/m0/s1

InChIKey

WZHKXNSOCOQYQX-FUAFALNISA-N

LogP

1.0284000000000075

Topological Polar Surface Area

300.89 Ų

Hydrogen Bond Donor/Acceptor

14 / 18

Complexity

1570

Synonyms & References

English

  • Growth hormone releasing peptide
  • GHRP-6
  • (2S)-6-amino-2-[[2-[[(2S)-2-[[(2S)-2-[[(2R)-2-[[(2S)-2-amino-3-(3H-imidazol-4-yl)propanoyl]amino]-3-(1H-indol-3-yl)propanoyl]amino]propanoyl]amino]-3-(1H-indol-3-yl)propanoyl]amino]-3-phenyl-propanoyl]amino]hexanamide
  • (2S)-6-amino-2-[[2-[[(2S)-2-[[(2S)-2-[[(2R)-2-[[(2S)-2-amino-3-(1H-imidazol-5-yl)propanoyl]amino]-3-(1H-indol-3-yl)propanoyl]amino]propanoyl]amino]-3-(1H-indol-3-yl)propanoyl]amino]-3-phenylpropanoyl]
  • (D-Trp?00Ala?00D-Phe??)-α-MSH(6-11)amide
  • (D-Trp7,Ala8,D-Phe10)-α-MSH (6-11) amide
  • (S)-6-Amino-2-((2R,5S,8S,11R,14S)-5,11-bis((1H-indol-3-yl)methyl)-14-amino-2-benzyl-15-(1H-imidazol-4-yl)-8-methyl-4,7,10,13-tetraoxo-3,6,9,12-tetraazapentadec
  • GHRP-6 Acetate
  • GH-Releasing hexapeptide 6
  • GH-Releasing peptide
  • growth hormone releasing hexapeptide
  • His(1)-lys(6)-ghrp
  • vial
  • (2S)-6-amino-2-[[2-[[(2S)-2-[[(2S)-2-[[(2R)-2-[[(2S)-2-amino-3-(3H-imidazol-4-yl)propanoyl]amino]-3-(1H-indol-3-yl)propanoyl]amino]propanoyl]amino]-3-(1H-indol-3-yl)propanoyl]amino]-3-phenyl-p
  • HEXAPEPTIDE-2
  • L-Histidyl-D-tryptophyl-L-alanyl-L-tryptophyl-D-phenylalanyl-L-lysinamide (ACI)
  • 1: PN: WO2016162512 SEQID: 1 claimed protein
  • 3: PN: JP2009035525 PAGE: 3 unclaimed sequence
  • Growth hormone-releasing peptide 6
  • Hexapeptide 2
  • His-D-Trp-Ala-Trp-D-Phe-Lys-NH2
  • SKF 110679
  • U 75799E

MDL Number

MFCD00872694

FAQ

What are the physical and chemical properties of L-Histidyl-D-tryptophyl-L-alanyl-L-tryptophyl-D-phenylalanyl-L-lysinamide (CAS: 87616-84-0)?

L-Histidyl-D-tryptophyl-L-alanyl-L-tryptophyl-D-phenylalanyl-L-lysinamide is a complex peptide with a significant molecular weight of approximately 1340.72 Da. It has a crystalline form and is poorly soluble in water, with solubility dependent on pH. The compound is highly reactive, particularly towards nucleophiles and bases, making it useful in various biochemical and pharmaceutical applications.

How is L-Histidyl-D-tryptophyl-L-alanyl-L-tryptophyl-D-phenylalanyl-L-lysinamide (CAS: 87616-84-0) typically synthesized?

L-Histidyl-D-tryptophyl-L-alanyl-L-tryptophyl-D-phenylalanyl-L-lysinamide is typically synthesized via solid-phase peptide synthesis (SPPS) using Fmoc chemistry. The process involves sequential coupling of protected amino acids, followed by deprotection steps. High yield and selectivity are achieved using appropriate protecting groups and careful control of reaction conditions.

What industries use L-Histidyl-D-tryptophyl-L-alanyl-L-tryptophyl-D-phenylalanyl-L-lysinamide (CAS: 87616-84-0)?

L-Histidyl-D-tryptophyl-L-alanyl-L-tryptophyl-D-phenylalanyl-L-lysinamide is utilized in the pharmaceutical industry for drug development, particularly in the design of biomolecules and peptides. It is also of interest in the field of materials science, with applications in the synthesis of advanced polymers and sensors, though its direct use in semiconductors is less common.

What precautions should be taken when handling L-Histidyl-D-tryptophyl-L-alanyl-L-tryptophyl-D-phenylalanyl-L-lysinamide (CAS: 87616-84-0)?

Handling L-Histidyl-D-tryptophyl-L-alanyl-L-tryptophyl-D-phenylalanyl-L-lysinamide requires the use of personal protective equipment (PPE), including gloves and safety goggles. It should be stored in a cool, dry place away from direct sunlight and moisture. Spills should be cleaned up with appropriate absorbents, and the area should be ventilated. Always consult the Safety Data Sheet (SDS) for detailed handling and disposal instructions.

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