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

doi:10.1126/science.aal5005

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^*

^*Corresponding author for this work

Molecular Dynamics

Research output: Contribution to journal › Article › Academic › peer-review

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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.

Original language	English
Pages (from-to)	1064-1068
Number of pages	5
Journal	Science
Volume	356
Issue number	6342
DOIs	https://doi.org/10.1126/science.aal5005
Publication status	Published - 9-Jun-2017

Keywords

BIOMATERIALS
NANOTUBES
EUMELANIN
HYDROGELS

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10.1126/science.aal5005

Polymeric peptide pigments with sequence-encoded propertiesFinal publisher's version, 1.77 MBLicence: Taverne

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CCDC 1539905: Experimental Crystal Structure Determination
Lampel, A. (Contributor), McPhee, S. A. (Contributor), Park, H.-A. (Contributor), Scott, G. G. (Contributor), Humagain, S. (Contributor), Hekstra, D. R. (Contributor), Yoo, B. (Contributor), Frederix, P. (Contributor), Li, T.-D. (Contributor), Abzalimov, R. R. (Contributor), Greenbaum, S. G. (Contributor), Tuttle, T. (Contributor), Hu, C. (Contributor), Bettinger, C. J. (Contributor) & Ulijn, R. V. (Contributor), University of Groningen, 23-Mar-2017
DOI: 10.5517/ccdc.csd.cc1npdc3
Dataset
CCDC 1539906: Experimental Crystal Structure Determination
Lampel, A. (Contributor), McPhee, S. A. (Contributor), Park, H.-A. (Contributor), Scott, G. G. (Contributor), Humagain, S. (Contributor), Hekstra, D. R. (Contributor), Yoo, B. (Contributor), Frederix, P. (Contributor), Li, T.-D. (Contributor), Abzalimov, R. R. (Contributor), Greenbaum, S. G. (Contributor), Tuttle, T. (Contributor), Hu, C. (Contributor), Bettinger, C. J. (Contributor) & Ulijn, R. V. (Contributor), Cambridge Crystallographic Data Centre, 9-Jun-2017
DOI: 10.5517/ccdc.csd.cc1npdd4
Dataset

Cite this

@article{1f9e0bd158534744bf9ec6e3cb0c4b29,

title = "Polymeric peptide pigments with sequence-encoded properties",

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.",

keywords = "BIOMATERIALS, NANOTUBES, EUMELANIN, HYDROGELS",

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

year = "2017",

month = jun,

day = "9",

doi = "10.1126/science.aal5005",

language = "English",

volume = "356",

pages = "1064--1068",

journal = "Science",

issn = "0036-8075",

publisher = "AMER ASSOC ADVANCEMENT SCIENCE",

number = "6342",

}

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.

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 - BIOMATERIALS

KW - NANOTUBES

KW - EUMELANIN

KW - HYDROGELS

U2 - 10.1126/science.aal5005

DO - 10.1126/science.aal5005

M3 - Article

SN - 0036-8075

VL - 356

SP - 1064

EP - 1068

JO - Science

JF - Science

IS - 6342

ER -

Polymeric peptide pigments with sequence-encoded properties

Abstract

Keywords

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Datasets

CCDC 1539905: Experimental Crystal Structure Determination

CCDC 1539906: Experimental Crystal Structure Determination

Cite this