# Dendron-mediated control over self-assembly of chlorophyll rosettes into columnar <i>vs.</i> discrete aggregates

https://mdr.nims.go.jp/datasets/700c1e0c-442a-4f0b-8cf9-88af19161426

## File

- [d4qo01629g-2.pdf](https://mdr.nims.go.jp/filesets/b906459f-1bf2-4921-8c57-e7b0607b3492/download) ([Detail](https://mdr.nims.go.jp/filesets/b906459f-1bf2-4921-8c57-e7b0607b3492.md))

## Id

700c1e0c-442a-4f0b-8cf9-88af19161426

## Local identifier



## Visibility

open_to_public

## State

published

## Created at

2024-11-05T21:04:32.891038Z

## Updated at

2024-11-06T07:30:30.677829Z

## Published at

2024-11-06T07:30:30.819695Z

## Doi



## First published url

https://doi.org/10.1039/d4qo01629g

## Date published

2024-10-08

## Recorded date published

2024-11-5

## Resource type

journal_article

## Manuscript type

vor

## Collection



## Title

- title: Dendron-mediated control over self-assembly of chlorophyll rosettes into
    columnar <i>vs.</i> discrete aggregates
  title_type: original
  lang: en

## Description

- description: 'Photosynthetic bacteria have evolved highly efficient light-harvesting
    systems by organizing chlorophyll (Chl) pigments into circular and tubular supramolecular
    arrays. To construct these surapmoelcular Chl arrays from the same molecular design,
    we synthesized two hydrogen-bonding chlorins using natural Chl-a as the starting
    material: free-base chlorin functionalized with hydrogen-bonding barbituric acid
    and second- or third-generation alkyl dendrons (G2 and G3, respectively). The
    barbituric acid moiety promotes the formation of a hydrogen-bonded cyclic hexamer
    known as rosette. In chloroform, both the synthetic Chl-a derivatives formed rosettes;
    however, in methylcyclohexane as a low-polarity solvent, the G2-dendron chlorin
    formed columnar structures by stacking rosettes, while the G3-dendron chlorin
    formed disc-shaped particles. AFM revealed the formation of extended helical fibers
    for the former and homogeneous nanoparticles, possibly single rosettes, for the
    latter. These results suggest that the third-generation of the dendron can inhibit
    the stacking of rosettes, leading to the formation of two distinct types of chlorin
    aggregates: circular and tubular.'
  description_type: abstract
  lang: und

## Creator

- name: Ryo Kudo
  role: author
- name: Hiroki Hanayama
  role: author
- name: Balaraman Vedhanarayanan
  role: author
  orcid: https://orcid.org/0000-0002-7785-136X
- name: Hitoshi Tamiaki
  role: author
  orcid: https://orcid.org/0000-0003-4797-0349
- name: Nobuyuki Hara
  role: author
- name: Sarah E. Rogers
  role: author
  orcid: https://orcid.org/0000-0003-2418-6965
- name: Martin J. Hollamby
  role: author
  orcid: https://orcid.org/0000-0002-6775-3539
- name: Biplab Manna
  role: author
  orcid: https://orcid.org/0000-0002-7619-7765
- name: Koji Harano
  role: author
  orcid: https://orcid.org/0000-0001-6800-8023
- name: Shiki Yagai
  role: author
  orcid: https://orcid.org/0000-0002-4786-8603

## Contact agent



## Publisher

organization: Royal Society of Chemistry (RSC)

## Managing organization



## Keyword

- subject: Supramolecular chemistry
  schema: not_defined
- subject: Dendrimers
  schema: not_defined
- subject: Atomic force microscopy
  schema: not_defined
- subject: Transmission electron microscopy
  schema: not_defined

## Rights

- identifier: cc-by-3.0

## Other identifier(s)



## Data origin

- data_origin_type: other

## Embargo



## Journal

- title: Organic Chemistry Frontiers
  issn: '20524129'
  volume: '11'
  issue: '22'
  start_page: 6304
  end_page: 6310

## Conference



## Related item



## Funding

- identifier: JP22H00331
  funder_name: Japan Society for the Promotion of Science
- identifier: JP22H02203
  funder_name: Japan Society for the Promotion of Science
- identifier: JP23H04874
  funder_name: Japan Society for the Promotion of Science
- identifier: JP23H04873
  funder_name: Japan Society for the Promotion of Science
- identifier: DMR-0520547
  funder_name: National Science Foundation
- identifier: '654000'
  funder_name: Horizon 2020 Framework Programme

## Instrument



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## Measurement method



## Specimen



## Chemical composition



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## Structural feature for specimen



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## Process for specimen treatment



## Computational method



## Energy level/transition state



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## Fileset

- id: b906459f-1bf2-4921-8c57-e7b0607b3492
  filename: d4qo01629g-2.pdf
  content_type: application/pdf
  size: 3720502
  md5: 6a10109b647db92b8e57209c3efcc83a

## Thumbnail

fileset_id: b906459f-1bf2-4921-8c57-e7b0607b3492
filename: d4qo01629g-2.pdf