title: Hemoglobin-mimetic oxygen adsorbent prepared via self-assembly of cysteinyl bolaamphiphiles.
abstract: In this study, a novel cysteinyl bolaamphiphilic molecule was synthesized and its self-assembled planar suprastructure was applied as a biomimetic matrix to create a hemoglobin-mimetic oxygen adsorbent that exploits the ability of cysteine thiols to bind hemin. Self-assembly of the cysteinyl bolaamphiphilic molecule exposed cysteine thiols on its surface in the presence of β-mercaptoethanol, known to reduce disulfide bonds, without which, helically coiled structures were generated. The self-assembled planar structure was used as a soft matrix to create a hemoglobin-mimetic oxygen adsorbent. The surface-exposed cysteine thiols were used to attach hemin, producing a hemin-bound, planar structure mimicking hemoglobin. This hemoglobin mimic strongly adsorbed oxygen and remained stable up to 50°C. The cysteinyl bolaamphiphile self-assembled structure provided a biomimetic platform that allowed for the association of biological substances in a manner similar to natural proteins.
authors.affiliation: Department of Chemical and Biomolecular Engineering, 50 Yonsei-ro, Seodaemun-gu, Seoul 120-749, Republic of Korea.
authors.forename: Chaemyeong
authors.initials: C
authors.lastname: Lee
authors.affiliation: Department of Chemical and Biomolecular Engineering, 50 Yonsei-ro, Seodaemun-gu, Seoul 120-749, Republic of Korea.
authors.forename: Min-Chul
authors.initials: MC
authors.lastname: Kim
authors.affiliation: Department of Chemical and Biomolecular Engineering, 50 Yonsei-ro, Seodaemun-gu, Seoul 120-749, Republic of Korea. Electronic address: leessy@yonsei.ac.kr.
authors.forename: Sang-Yup
authors.initials: SY
authors.lastname: Lee
mesh_terms: D001665:Binding Sites; D040761:Biomimetic Materials; D003545:Cysteine / Q000737:chemistry*; D004355:Drug Stability; D005663:Furans / Q000138:chemical synthesis / Q000737:chemistry*; D006427:Hemin / Q000737:chemistry*; D006454:Hemoglobins / Q000737:chemistry*; D008024:Ligands; D008623:Mercaptoethanol / Q000737:chemistry; D008958:Models, Molecular; D018716:Molecular Mimicry; D015394:Molecular Structure; D010100:Oxygen / Q000737:chemistry*; D011728:Pyridones / Q000138:chemical synthesis / Q000737:chemistry*
chemical_list: D005663:Furans; D006454:Hemoglobins; D008024:Ligands; D011728:Pyridones; C543575:bolaamphiphile; D008623:Mercaptoethanol; D006427:Hemin; D003545:Cysteine; D010100:Oxygen
keywords: Bolaamphiphile; Cysteine; Hemin; Oxygen; Self-assembly