Supplement Photographs of




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Дата канвертавання21.04.2016
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Supplement 1. Photographs of Gymnadenia cytotypes and their pollinators: (A) tetraploid Gymnadenia conopsea, (B) octoploid G. conopsea, (C) tetraploid G. densiflora, (D) a noctuid, Autographa gamma and (E) a hawkmoth, Deilephila porcellus.


A

B

C


D

E



Supplement 2. Primer sequences of the nuclear ribosomal DNA (nrDNA) markers and the chloroplast DNA (cpDNA) markers used in the study.



Type of marker

Primer name

Primer sequence (5’-3’)

nrDNA

ITS 1P

CTT TAT CAT TTA GAG GAA GGA AG

nrDNA

ITS 4

TCC TCC GCT TAT TGA TAT GC

cpDNA

ndhJ

ATG CCY GAA AGT TGG ATA GG

cpDNA

TabE

GGT TCA AGT CCC TCT ATC CC

cpDNA

psbA

GTT ATG CAT GAA CGT AAT GCT C

cpDNA

trnH

CGC GCA TGG ATT CAC AAT CC

cpDNA

sak23F

GGA RTA TGA GTG TGT GAC TTG

cpDNA

sak24R

ATR TGA GAN TTT CAT CTC GTAC

Supplement 3. Occurrence (number of samples containing a specific compound) and percentage amount of compounds found in the Gymnadenia scent samples (tetraploid G. conopsea (4x Gc), octoploid G. conopsea (8x Gc) and tetraploid G. densiflora (4x Gd)). Compounds eliciting antennal responses in the most important flower visitors are printed in italics. Within chemical classes the compounds are ordered according to the Kovats retention index (RI). Within chemical classes, unknowns were pooled, and in the column Occurrence the number of compounds pooled (superscript) and the median number of samples, in which these compounds occurred, is given. Tr.: The percentage amount was less than 0.005. *: Identification based on authentic standards.












4x Gc (26 samples)




8x Gc (26 samples)




4x Gd (12 samples)

Compound







Relative Amount




Occurrence




Relative Amount




Occurrence




Relative Amount




Occurrence




RI




Median

Quartiles

Min-Max










Median

Quartiles

Min-Max










Median

Quartiles

Min-Max







Benzenoids


























































Benzaldehyde*

980




0

-

0-0.01




3




0

-

0-0.03




1




0.14

0.07-0.31

0.04-0.97




12

Benzyl alcohol*

1045




0

-

0-0.06




2




0

-

0-Tr.




1




1.79

1.31-6.53

1.15-10.51




12

p-Cresol*

1080




0

0-0.01

0-0.03




12




Tr.

0-0.01

0-0.03




15




0.18

0.1-0.37

0.05-0.99




12

Methyl benzoate*

1106




0

-

0-0.06




1




-

-

-




-




0.02

0.01-0.05

0-0.12




10

m/z: 77,133,92,105,79,78

1159




-

-

-




-




-

-

-




-




0

0-0.01

0-0.02




3

Benzyl acetate*

1170




0.06

0-0.07

0-0.44




19




0.02

0.01-0.03

0-0.11




23




8.24

2.75-10.75

0.14-17.71




12

1,4-Dimethoxybenzene*

1172




0

0-0.06

0-0.19




10




0

0-0.01

0-0.13




10




-

-

-




-

Dimethoxy toluene

1241




0

-

0-0.08




2




0

-

0-0.01




4




-

-

-




-

Benzyl propionate

1263




-

-

-




-




-

-

-




-




0.05

0.03-0.07

0.02-0.12




12

Ethylacetophenone

1295




0.01

0-0.16

0-1.79




13




0

0-0.02

0-0.19




7




0

-

0-0.01




1

Benzyl isobutyrate

1304




-

-

-




-




-

-

-




-




0.02

0.01-0.03

Tr.-0.09




12

Benzyl butyrate

1353




-

-

-




-




-

-

-




-




0.22

0.17-0.27

0.07-0.33




12

Benzyl isovalerate

1400




-

-

-




-




-

-

-




-




0.04

0.01-0.07

0-0.17




11

Vanillin*

1412




0.13

0-0.66

0-3.04




17




0.03

0-0.15

0-1.36




15




0.03

0-0.1

0-0.37




8

Methylvanillin

1486




0.19

0-0.51

0-1.73




19




0

0-0.04

0-0.67




12




0

0-0.01

0-0.11




3

Benzyl tiglate

1507




-

-

-




-




-

-

-




-




0.01

0.01-0.02

0-0.05




10

Vannilylmethylketone

1543




0.04

0-0.25

0-1.21




16




0.03

0-0.14

0-0.76




17




0.01

0-0.03

0-0.06




7

Phenylmethyl hexanoate

1551




-

-

-




-




-

-

-




-




0.04

0.02-0.04

0.01-0.08




12

3,4,5-Trimethoxybenzaldeyde

1610




1.45

0-3

0-6.82




17




0

-

0-0.82




4




0.02

0-0.1

0-0.53




7

Benzyl benzoate*

1787




-

-

-




-




-

-

-




-




25.54

18.86-31.58

14.47-47.82




12

Phenylpropanoids


























































(Z)-Cinnamyl aldehyde

1232




-

-

-




-




-

-

-




-




0.01

0-0.01

0-0.02




8

Benzenepropanol

1239




-

-

-




-




-

-

-




-




0.23

0.2-0.43

0.02-0.54




12

(Z)-Cinnamyl alcohol

1269




-

-

-




-




-

-

-




-




0

0-0.03

0-0.15




5

(E)-Cinnamyl aldehyde*

1284




-

-

-




-




-

-

-




-




0.47

0.42-0.84

0.11-1.13




12

(E)-Cinnamyl alcohol*

1315




-

-

-




-




-

-

-




-




1.72

0.98-2.59

0.43-3.65




12

Cinnamyl formate

1362




-

-

-




-




-

-

-




-




0.01

0-0.03

0-0.04




7

Eugenol*

1369




1.85

0.39-20.14

0-62.27




23




36.01

19.3-49.08

4.08-63.17




26




41.24

27.43-52.99

17.82-65.59




12

Phenylpropyl acetate

1377




0.12

0-0.21

0-1.04




19




0.03

0-0.09

0-0.78




18




0.44

0.27-0.79

0.03-1.59




12

Methyleugenol

1406




0.91

0-7.7

0-22.43




13




8.09

5.69-12.38

0-22.49




25




5.89

1-13.32

0.1-34.57




12

(Z)-Isoeugenol*

1419




0

-

0-0.26




5




0.03

0-0.07

0-0.33




16




0.03

0.01-0.09

0-0.28




9

(E)-Cinnamyl acetate

1451




0

-

0-0.01




3




-

-

-




-




0.67

0.46-0.75

0.29-1.19




12

(Z)-Methylisoeugenol

1459




0

-

0-1.27




5




-

-

-




-




-

-

-




-

(E)-Isoeugenol*

1460




0.47

0.18-1.08

0-24.24




21




0.49

0.26-1.75

0.13-17.99




26




0.28

0.17-1.44

0.12-4.45




12

m/z: 137,164,149,77,103,91

1471




-

-

-




-




-

-

-




-




0.01

0-0.02

0-0.04




8

(E)-Methylisoeugenol

1501




2.39

0.84-4.76

0.14-22.66




26




0.47

0.21-1.45

0.02-7.8




26




0.19

0.02-0.4

0-2.26




11

Methoxyeugenol

1514




0.01

0-0.3

0-0.52




13




0.34

0.19-0.57

0.14-0.82




26




0.05

0.01-0.08

0-0.21




11

Acetyleugenol

1531




0

-

0-0.44




5




0.02

0-1.09

0-3.04




15




0.04

0.01-0.54

0-2.04




10

Elemicin

1557




2.06

1.19-12.13

0.13-41.03




26




13.16

7.91-16.54

1.04-47.77




26




3.30

2.35-5.27

0.06-7.36




12

(E)-Isoeugenyl acetate

1620




-

-

-




-




0

-

0-0.1




3




-

-

-




-

(E)-Isoelemicin

1654




4.73

1.12-7.43

0.11-21.39




26




0.34

0.12-1.33

0.08-8.13




26




0.14

0.04-0.22

0.01-0.89




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