structure of Threonyl-seryl-lysine

Threonyl-seryl-lysine

CAS No.: 71730-64-8
M. Wt: 334.36900
M. Fa: C13H26N4O6
InChI Key: IQPWNQRRAJHOKV-KATARQTJSA-N

Names and Identifiers of Threonyl-seryl-lysine

CAS Number

71730-64-8

IUPAC Name

(2S)-6-amino-2-[[(2S)-2-[[(2S,3R)-2-amino-3-hydroxybutanoyl]amino]-3-hydroxypropanoyl]amino]hexanoic acid

InChI

InChI=1S/C13H26N4O6/c1-7(19)10(15)12(21)17-9(6-18)11(20)16-8(13(22)23)4-2-3-5-14/h7-10,18-19H,2-6,14-15H2,1H3,(H,16,20)(H,17,21)(H,22,23)/t7-,8+,9+,10+/m1/s1

InChIKey

IQPWNQRRAJHOKV-KATARQTJSA-N

Canonical SMILES

CC(C(C(=O)NC(CO)C(=O)NC(CCCCN)C(=O)O)N)O

Isomeric SMILES

C[C@H]([C@@H](C(=O)N[C@@H](CO)C(=O)N[C@@H](CCCCN)C(=O)O)N)O

Physical and chemical properties of Threonyl-seryl-lysine

Boiling Point

770ºC at 760 mmHg

Density

1.319g/cm3

Exact Mass

334.18500

Flash Point

419.5ºC

Index of Refraction

1.552

Molecular Formula

C13H26N4O6

Molecular Weight

334.36900

PSA

188.00000

Applications of Threonyl-seryl-lysine

Threonyl-seryl-lysine has several applications:

  • Pharmaceutical Research: Its interaction with LHRH makes it a candidate for developing treatments related to reproductive health.
  • Biochemical Studies: The compound serves as a model for studying phosphorylation mimetics in protein interactions.
  • Nutraceuticals: Due to its bioactive properties, it may be incorporated into dietary supplements aimed at enhancing hormonal balance.

Interaction Studies of Threonyl-seryl-lysine

Research has shown that threonyl-seryl-lysine interacts specifically with LHRH, influencing its biological activity. This interaction can modulate the release of gonadotropins from the pituitary gland, thereby affecting reproductive functions. Additionally, studies on similar peptides indicate that modifications to the peptide structure can enhance or inhibit these interactions, providing insights into peptide design for therapeutic purposes.

Biological Activity of Threonyl-seryl-lysine

Threonyl-seryl-lysine has demonstrated significant biological activity, particularly in modulating hormonal functions. It binds to LHRH at specific sites, which can affect reproductive hormone regulation. This interaction is crucial in the context of reproductive health and endocrine signaling. Moreover, studies indicate that peptides containing serine and threonine residues can mimic phosphorylated states in proteins, impacting their functional roles in cellular processes.