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A novel carotenoid cleavage activity involved in the biosynthesis of Citrus fruit-specific apocarotenoid pigments

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A novel carotenoid cleavage activity involved in the

biosynthesis of Citrus fruit-specific apocarotenoid pigments

Item Type Article

Authors Rodrigo, María J.;Alquézar, Berta;Alós, Enriqueta;Medina,

Víctor;Carmona, Lourdes;Bruno, Mark;Al-Babili, Salim;Zacarías, Lorenzo

Citation Rodrigo MJ, Alquezar B, Alos E, Medina V, Carmona L, et al. (2013) A novel carotenoid cleavage activity involved in the biosynthesis of Citrus fruit-specific apocarotenoid pigments. Journal of Experimental Botany 64: 4461-4478. doi:10.1093/jxb/ert260.

Eprint version Publisher's Version/PDF

DOI 10.1093/jxb/ert260

Publisher Oxford University Press (OUP) Journal Journal of Experimental Botany

Rights This is an Open Access article distributed under the terms of the Creative Commons Attribution License (http://

creativecommons.org/licenses/by/3.0/), which permits

unrestricted reuse, distribution, and reproduction in any medium, provided the original work is properly cited.

Download date 2024-01-16 17:43:45

Item License http://creativecommons.org/licenses/by/3.0 Link to Item http://hdl.handle.net/10754/325447

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Supplemental table S1. Matrix of similarity between the different Citrus clementina CCD4-like family members based on deduced amino acid and sequences alignment (%).

CCD4a CCD4b1 CCD4b2 CCD4c CCD4a 100

CCD4b1 48 100

CCD4b2 48 88 100

CCD4c 60 45 45 100

CCD4d 39 32 30 49

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Supplemental Figure S1. Best 3D models of CitrusCCD4b1 by using I-TASSER online platform by using as templates the 3D structure of CCO (PBD: 2biwA) from Synechocystis (A) and VP14 (PBD: 3npeA) from maize (B) which are showed overlapped in purple ribbons. The C-score obtained for each model is indicated below the images. C-score is a confidence score for estimating the quality of predicted models by I-TASSER. It is calculated based on the significance of threading template alignments and the convergence parameters of the structure assembly simulations. C-score is typically in the range of [-5,2], where a C-score of higher value signifies a model with a high confidence and vice-versa.

Zhang Y. (2008). I-TASSER server for protein 3D structure prediction. BMC Bioinformatics. 9: 40;. Roy A., Kucukural A. and Zhang Y.(2010). I-TASSER: a unified platform for automated protein structure and function prediction. Nature Protocols 5:

725-738.

A B

C-score 0.77 C-score 1.96

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Suplemental Figure S2. GC-MS analysis of in vitro enzymatic activity of citrus CCD4b1. Gas phase of in vitro assays performed with -carotene or -cryptoxanthin and crude lysate of thioredoxin-CCD4b1 expressing E. coli cells (CCD4b1) and control lysate obtained from thioredoxin expressing cells (Con) was extracted using an open loop and applied to GC-MS analysis. The total ion current revealed a new compound formed by thioredoxin-CCD4b1, which eluted at min 6.30. Mass spectrum of this product identified it as -cyclocitral.

Relative Abundance

Time (min)

2.0 2.5 3.0 3.5 4.0 4.5 5.0 5.5 6.0 6.5 7.0 7.5 8.0 5

10 15 20 25 30 35 40 45 50 55 60 65 70 75 80 85 90 95 100

6.77

6.30

7.68

6.07

2.15 6.45

7.00 4.67 7.22

2.953.13 5.205.44

2.322.58 3.16 3.914.194.614.89 5.92 7.37 2.0 2.5 3.0 3.5 4.0 4.5 5.0 5.5 6.0 6.5 7.0 7.5 8.0 0

5 10 15 20 25 30 35 40 45 50 55 60 65 70 75 80 85 90 95

100 6.76

7.69

6.076.45

7.01

7.137.62 4.67

2.943.133.37 3.914.61

2.322.58 3.58 4.194.414.905.195.895.966.36 7.40

Relative Abundance

4050 6070 8090100 110 120 130 140 150 160 m/z

0 5 10 15 20 25 30 35 40 45 50 55 60 65 70 75 80 85 90 95 100

Relative Abundance

66.82 80.82

136.93

40.87 151.95

122.92

90.85 54.83

O O

CsCCD4b1 Con

-cyclocitral

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400 500 600 nm mAU

469 I

C22‐dialdehyde

400 500 600

nm 449465

II

C19‐dialdehyde

Apo‐10‘‐lycopenal

Apo‐8‘‐lycopenal

control CcCCD4b1

II

0 5 10 15 20 25 min

mAUat 350-650nm

control CcCCD4b1

I

A

B

A

300 400 500 600 nm

473

B

400 500 nm

459

A

B

Supplemental Figure S3. In vitroCCD4b1 enzymatic assays using apo-lycopenals as subtrates (A, Apo-8´-lycopenal (C30);

B apo-10´-lycopenal (C27).

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Sweet orange Navel IG M1 M2 B1 B2 C FC Relative expression CCD4a

IG M B1 B2 C FC

Clementine Hybrid Fortune

IG M B1 B2 C FC 0.5

1.0 1.5 2.5 2.0 3.0

Figure S4. Relative transcript levels of CCD4ain the peel of Navel sweet orange, Clementine mandarin and the hybrid Fortune mandarin during fruit development and ripening.

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