Polymeric peptide pigments with sequence-encoded properties

Ayala Lampel, Scott A. McPhee, Hang-Ah Park, Gary G. Scott, Sunita Humagain, Doeke R. Hekstra, Barney Yoo, Pim W. J. M. Frederix, Tai-De Li, Rinat R. Abzalimov, Steven G. Greenbaum, Tell Tuttle, Chunhua Hu, Christopher J. Bettinger, Rein V. Ulijn

Research output: Contribution to journalArticle

71 Citations (Scopus)

Abstract

Melanins are a family of heterogeneous polymeric pigments that provide ultraviolet (UV) light protection, structural support, coloration, and free radical scavenging. Formed by oxidative oligomerization of catecholic small molecules, the physical properties of melanins are influenced by covalent and noncovalent disorder. We report the use of tyrosine-containing tripeptides as tunable precursors for polymeric pigments. In these structures, phenols are presented in a (supra-)molecular context dictated by the positions of the amino acids in the peptide sequence. Oxidative polymerization can be tuned in a sequence-dependent manner, resulting in peptide sequence–encoded properties such as UV absorbance, morphology, coloration, and electrochemical properties over a considerable range. Short peptides have low barriers to application and can be easily scaled, suggesting near-term applications in cosmetics and biomedicine.
LanguageEnglish
Pages1064-1068
Number of pages5
JournalScience
Volume356
Issue number6342
Early online date9 Jun 2017
DOIs
Publication statusPublished - 9 Jun 2017

Fingerprint

Pigments
Melanins
Peptides
Oligomerization
Cosmetics
Phenols
Scavenging
Electrochemical properties
Free Radicals
Tyrosine
Physical properties
Polymerization
Amino Acids
Molecules
Ultraviolet Rays

Keywords

  • ultraviolet light protection
  • UV
  • melanins
  • polymeric peptide pigments

Cite this

Lampel, A., McPhee, S. A., Park, H-A., Scott, G. G., Humagain, S., Hekstra, D. R., ... Ulijn, R. V. (2017). Polymeric peptide pigments with sequence-encoded properties. Science, 356(6342), 1064-1068. https://doi.org/10.1126/science.aal5005
Lampel, Ayala ; McPhee, Scott A. ; Park, Hang-Ah ; Scott, Gary G. ; Humagain, Sunita ; Hekstra, Doeke R. ; Yoo, Barney ; Frederix, Pim W. J. M. ; Li, Tai-De ; Abzalimov, Rinat R. ; Greenbaum, Steven G. ; Tuttle, Tell ; Hu, Chunhua ; Bettinger, Christopher J. ; Ulijn, Rein V. / Polymeric peptide pigments with sequence-encoded properties. In: Science. 2017 ; Vol. 356, No. 6342. pp. 1064-1068.
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Lampel, A, McPhee, SA, Park, H-A, Scott, GG, Humagain, S, Hekstra, DR, Yoo, B, Frederix, PWJM, Li, T-D, Abzalimov, RR, Greenbaum, SG, Tuttle, T, Hu, C, Bettinger, CJ & Ulijn, RV 2017, 'Polymeric peptide pigments with sequence-encoded properties' Science, vol. 356, no. 6342, pp. 1064-1068. https://doi.org/10.1126/science.aal5005

Polymeric peptide pigments with sequence-encoded properties. / Lampel, Ayala; McPhee, Scott A.; Park, Hang-Ah; Scott, Gary G.; Humagain, Sunita; Hekstra, Doeke R.; Yoo, Barney ; Frederix, Pim W. J. M.; Li, Tai-De; Abzalimov, Rinat R.; Greenbaum, Steven G.; Tuttle, Tell; Hu, Chunhua; Bettinger, Christopher J.; Ulijn, Rein V.

In: Science, Vol. 356, No. 6342, 09.06.2017, p. 1064-1068.

Research output: Contribution to journalArticle

TY - JOUR

T1 - Polymeric peptide pigments with sequence-encoded properties

AU - Lampel, Ayala

AU - McPhee, Scott A.

AU - Park, Hang-Ah

AU - Scott, Gary G.

AU - Humagain, Sunita

AU - Hekstra, Doeke R.

AU - Yoo, Barney

AU - Frederix, Pim W. J. M.

AU - Li, Tai-De

AU - Abzalimov, Rinat R.

AU - Greenbaum, Steven G.

AU - Tuttle, Tell

AU - Hu, Chunhua

AU - Bettinger, Christopher J.

AU - Ulijn, Rein V.

N1 - This is the author's version of the work. It is posted here by permission of the AAAS for personal use, not for redistribution. The definitive version was published in Science on 09 June 2017 in volume 356, DOI: 10.1126/science.aal5005.

PY - 2017/6/9

Y1 - 2017/6/9

N2 - Melanins are a family of heterogeneous polymeric pigments that provide ultraviolet (UV) light protection, structural support, coloration, and free radical scavenging. Formed by oxidative oligomerization of catecholic small molecules, the physical properties of melanins are influenced by covalent and noncovalent disorder. We report the use of tyrosine-containing tripeptides as tunable precursors for polymeric pigments. In these structures, phenols are presented in a (supra-)molecular context dictated by the positions of the amino acids in the peptide sequence. Oxidative polymerization can be tuned in a sequence-dependent manner, resulting in peptide sequence–encoded properties such as UV absorbance, morphology, coloration, and electrochemical properties over a considerable range. Short peptides have low barriers to application and can be easily scaled, suggesting near-term applications in cosmetics and biomedicine.

AB - Melanins are a family of heterogeneous polymeric pigments that provide ultraviolet (UV) light protection, structural support, coloration, and free radical scavenging. Formed by oxidative oligomerization of catecholic small molecules, the physical properties of melanins are influenced by covalent and noncovalent disorder. We report the use of tyrosine-containing tripeptides as tunable precursors for polymeric pigments. In these structures, phenols are presented in a (supra-)molecular context dictated by the positions of the amino acids in the peptide sequence. Oxidative polymerization can be tuned in a sequence-dependent manner, resulting in peptide sequence–encoded properties such as UV absorbance, morphology, coloration, and electrochemical properties over a considerable range. Short peptides have low barriers to application and can be easily scaled, suggesting near-term applications in cosmetics and biomedicine.

KW - ultraviolet light protection

KW - UV

KW - melanins

KW - polymeric peptide pigments

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DO - 10.1126/science.aal5005

M3 - Article

VL - 356

SP - 1064

EP - 1068

JO - Science

T2 - Science

JF - Science

SN - 0036-8075

IS - 6342

ER -

Lampel A, McPhee SA, Park H-A, Scott GG, Humagain S, Hekstra DR et al. Polymeric peptide pigments with sequence-encoded properties. Science. 2017 Jun 9;356(6342):1064-1068. https://doi.org/10.1126/science.aal5005