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Gly-Gly-Leu

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Gly-Gly-Leu Basic information

Product Name:
Gly-Gly-Leu
Synonyms:
  • N-(N-Glycylglycyl)-L-leucine
  • GLYCYL-GLYCY-L-LEUCINE extrapure
  • (S)-2-(2-(2-aminoacetamido)acetamido)-4-methylpentanoic acid
  • REF DUPL: H-Gly-Gly-Leu-OH
  • Gly-Gly-Len
  • Gly-Gly-Leu-OH≥ 98% (HPLC)
  • H-GLY-GLY-LEU-OH
  • GLYCYL-GLYCYL-L-LEUCINE
CAS:
14857-82-0
MF:
C10H19N3O4
MW:
245.28
Product Categories:
  • Amino Acid Derivatives
  • Peptide
Mol File:
14857-82-0.mol
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Gly-Gly-Leu Chemical Properties

Melting point:
195-198 °C (decomp)
Boiling point:
573.7±45.0 °C(Predicted)
Density 
1.199±0.06 g/cm3(Predicted)
storage temp. 
−20°C
pka
3.35±0.10(Predicted)
InChI
InChI=1S/C10H19N3O4/c1-6(2)3-7(10(16)17)13-9(15)5-12-8(14)4-11/h6-7H,3-5,11H2,1-2H3,(H,12,14)(H,13,15)(H,16,17)/t7-/m0/s1
InChIKey
XPJBQTCXPJNIFE-ZETCQYMHSA-N
SMILES
C(O)(=O)[C@H](CC(C)C)NC(=O)CNC(=O)CN
CAS DataBase Reference
14857-82-0(CAS DataBase Reference)
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Safety Information

WGK Germany 
3

MSDS

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Gly-Gly-Leu Usage And Synthesis

Chemical Properties

White crystalline powder

Uses

Gly-gly-leu is an oligopeptide, and also functions as a plant growth regulator.

Definition

ChEBI: Gly-Gly-Leu is a tripeptide composed of glycine, glycine and L-leucine residues joined in sequence. It has a role as a metabolite.

Synthesis

Glycylglycyl-L-leucine was prepared in 98% yield by hydrogenolysis of the protected tripeptide and crystallization of the product from aqueous ethanol. This matarial had [α]24D -28.4° (c, 2 in water), reported [α]20D -28. l° (c, 2.53 in water), [α]26D -28.0°, and [α]19D -29.9° (c, 2 in water)[1].

References

[1] Beechham A, et al. Residue rotations of L-leucine in the Di-, Tri-, Tetra-, and Penta-peptides of L-leucine and Glycine containing one L-leucyl residue. Australian Journal of Chemistry, 1967; 20: 1983 - 1989.

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