US 11,952,433 B2
Heterochiral peptide-complex and composition for measuring nuclear magnetic resonance spectroscopy residual dipolar coupling containing self-assembled intermediates of heterochiral peptide-complex
Yong-Beom Lim, Seoul (KR); and Hye Soo Lee, Seoul (KR)
Assigned to INDUSTRY ACADEMIC COOPERATION FOUNDATION, YONSEI UNIVERSITY, Seoul (KR)
Filed by INDUSTRY-ACADEMIC COOPERATION FOUNDATION, YONSEI UNIVERSITY, Seoul (KR)
Filed on Jan. 20, 2021, as Appl. No. 17/153,423.
Claims priority of application No. 10-2020-0008499 (KR), filed on Jan. 22, 2020; and application No. 10-2021-0005720 (KR), filed on Jan. 15, 2021.
Prior Publication US 2021/0221844 A1, Jul. 22, 2021
Int. Cl. C07K 7/06 (2006.01); A61K 49/08 (2006.01); A61K 49/14 (2006.01); G01N 24/08 (2006.01)
CPC C07K 7/06 (2013.01) [A61K 49/085 (2013.01); A61K 49/146 (2013.01); G01N 24/087 (2013.01)] 9 Claims
 
1. A method for analyzing an NMR spectrum of a biomolecule, comprising:
(a) a step of mixing a peptide complex in a mixture solvent;
(b) a step of adding a biomolecule to be measured in the mixture solution; and
(c) a step of conducting NMR measurement for the mixture of the biomolecule and the peptide complex, wherein the peptide complex comprises a peptide represented by General Formula 1 or 2, comprising a heterochiral peptide; and a compound represented by Chemical Formula 1, covalently bound to N-terminal of the peptide:
[Y1]a-{-[X1]b-[Y2]c}d-[X2]e  [General Formula 1]
[X1]r{-[Y1]g-[X2]h}i-[Y2]j  [General Formula 2]
wherein
each of X1 and X2, which are identical to or different from each other, is independently an amino acid selected from D-Trp, D-Phe, D-Tyr, D-Val, D-Leu and D-Ile,
each of Y1 and Y2, which are identical to or different from each other, is independently an amino acid selected from L-Trp, L-Phe, L-Tyr, L-Val, L-Leu and L-Ile, and
each of a, f, e and j is independently an integer selected from 0 to 2, each of b, c, g and h is independently an integer selected from 1 to 5, each of d and i is independently an integer selected from 1 to 10,

OG Complex Work Unit Chemistry
wherein each of n and m is independently an integer selected from 1 to 12,
wherein the peptide represented by General Formula 1 or General Formula II comprises at least five amino acid residues,
wherein the amino acid in position 3, relative to the N-terminal of the peptide, is selected from the group consisting of D-Trp, D-Phe, D-Tyr, D-Val, D-Leu, D-Ile, L-Trp, L-Tyr, L-Val, L-Leu and L-Ile.