                         SEQUENCE LISTING

<110>  DoubleRainbow Biosciences Inc.
 
<120>  Etoposide Glycosides, Methods Of Making, And Uses Thereof As An 
       Anti-Cancer Drug

<130>  5767.1002001

<150>  US 62/990,124
<151>  2020-03-16

<160>  5     

<170>  PatentIn version 3.5

<210>  1
<211>  465
<212>  PRT
<213>  Galega orientalis

<400>  1

Met Ala Met Asn Glu Met Asn Lys Lys Ala Glu Leu Ile Phe Ile Pro 
1               5                   10                  15      


Ala Pro Gly Phe Gly His Leu Thr Pro Ala Leu Glu Phe Ala Lys Leu 
            20                  25                  30          


Leu Thr Asn Leu Asn Asn Asn Leu Tyr Ile Thr Ile Leu Cys Ile Lys 
        35                  40                  45              


Leu Pro Asn Thr Pro Asn Ser Asp Ser Tyr Met Lys Ser Val Leu Ala 
    50                  55                  60                  


Ser Gln Pro His Ile Lys Leu Ile Asp Leu Pro Asp Val Glu Glu Pro 
65                  70                  75                  80  


Pro Gln Glu Leu Leu Asn Lys Ser Pro Glu Phe Phe Ile Leu Thr Leu 
                85                  90                  95      


Met Glu Ser Leu Val Pro His Val Lys Lys Thr Ile Gln Thr Ile Leu 
            100                 105                 110         


Ser Ser Thr Ser Ser Asn Lys Ile Val Gly Leu Val Leu Asp Phe Phe 
        115                 120                 125             


Cys Val Ser Met Ile Asp Val Gly Asn Lys Leu Asn Ile Pro Ser Tyr 
    130                 135                 140                 


Leu Phe Leu Thr Ser Asn Val Gly Phe Leu Ser Leu Met Leu Ser Leu 
145                 150                 155                 160 


Gln Asn Arg Arg Ile Glu Asp Val Phe Asn Asp Ser Asn Asn His Asp 
                165                 170                 175     


Gln Ile Leu Ile His Gly Phe Ser Asn Ser Val Pro Thr Asn Val Leu 
            180                 185                 190         


Pro Asp Ala Val Phe Asn Lys Asp Gly Gly Tyr Ile Ala Tyr Tyr Lys 
        195                 200                 205             


Leu Ala Glu Arg Phe Arg Asp Thr Lys Gly Ile Ile Val Asn Thr Phe 
    210                 215                 220                 


Ser Asp Leu Glu Gln Tyr Ser Ile Asp Leu Leu Tyr Asp His Asp Glu 
225                 230                 235                 240 


Lys Ile Pro Pro Ile Tyr Ala Val Gly Pro Leu Ile Asp Leu Lys Gly 
                245                 250                 255     


Ser Pro Asn Pro Asn Leu Asp Gln Ser Gln His Asp Leu Ile Leu Lys 
            260                 265                 270         


Trp Leu Asp Glu Gln Pro Asn Lys Ser Val Val Phe Leu Cys Phe Gly 
        275                 280                 285             


Ser Phe Gly Phe Ser Phe Ser Pro Ser Gln Thr Arg Glu Ile Ala Leu 
    290                 295                 300                 


Gly Leu Lys His Ser Gly Val Arg Phe Leu Trp Thr Met Lys Ser Pro 
305                 310                 315                 320 


Pro Glu Gly Leu Leu Glu Lys Met Glu Leu Glu Gly Lys Gly Met Ile 
                325                 330                 335     


Cys Gly Trp Ala Pro Gln Val Glu Val Leu Ala His Lys Ala Ile Gly 
            340                 345                 350         


Gly Phe Val Ser His Cys Gly Trp Asn Ser Ile Leu Glu Ser Leu Trp 
        355                 360                 365             


Phe Gly Val Pro Ile Phe Thr Trp Pro Ile Tyr Ala Glu Gln Gln Leu 
    370                 375                 380                 


Asn Ala Phe Lys Ile Val Lys Glu Trp Gly Ile Ala Leu Glu Leu Arg 
385                 390                 395                 400 


Leu Asn Tyr Arg Arg Gly Ser Asp Val Val Val Ala Glu Glu Ile Glu 
                405                 410                 415     


Lys Gly Leu Lys Asn Leu Met Asp Arg Asp Asn Val Met His Lys Lys 
            420                 425                 430         


Val Gln Glu Met Lys Asp Met Ala Arg Asn Ala Val Val Asp Gly Gly 
        435                 440                 445             


Ser Ser Phe Ile Ser Val Gly Lys Phe Ile Asp Asp Ile Ile Gly Asn 
    450                 455                 460                 


Leu 
465 


<210>  2
<211>  392
<212>  PRT
<213>  Bacillus subtilis

<400>  2

Met Lys Lys Tyr His Ile Ser Met Ile Asn Ile Pro Ala Tyr Gly His 
1               5                   10                  15      


Val Asn Pro Thr Leu Ala Leu Val Glu Lys Leu Cys Glu Lys Gly His 
            20                  25                  30          


Arg Val Thr Tyr Ala Thr Thr Glu Glu Phe Ala Pro Ala Val Gln Gln 
        35                  40                  45              


Ala Gly Gly Glu Ala Leu Ile Tyr His Thr Ser Leu Asn Ile Asp Pro 
    50                  55                  60                  


Lys Gln Ile Arg Glu Met Met Glu Lys Asn Asp Ala Pro Leu Ser Leu 
65                  70                  75                  80  


Leu Lys Glu Ser Leu Ser Ile Leu Pro Gln Leu Glu Glu Leu Tyr Lys 
                85                  90                  95      


Asp Asp Gln Pro Asp Leu Ile Ile Tyr Asp Phe Val Ala Leu Ala Gly 
            100                 105                 110         


Lys Leu Phe Ala Glu Lys Leu Asn Val Pro Val Ile Lys Leu Cys Ser 
        115                 120                 125             


Ser Tyr Ala Gln Asn Glu Ser Phe Gln Leu Gly Asn Glu Asp Met Leu 
    130                 135                 140                 


Lys Lys Ile Arg Glu Ala Glu Ala Glu Phe Lys Ala Tyr Leu Glu Gln 
145                 150                 155                 160 


Glu Lys Leu Pro Ala Val Ser Phe Glu Gln Leu Ala Val Pro Glu Ala 
                165                 170                 175     


Leu Asn Ile Val Phe Met Pro Lys Ser Phe Gln Ile Gln His Glu Thr 
            180                 185                 190         


Phe Asp Asp Arg Phe Cys Phe Val Gly Pro Ser Leu Gly Glu Arg Lys 
        195                 200                 205             


Glu Lys Glu Ser Leu Leu Ile Asp Lys Asp Asp Arg Pro Leu Met Leu 
    210                 215                 220                 


Ile Ser Leu Gly Thr Ala Phe Asn Ala Trp Pro Glu Phe Tyr Lys Met 
225                 230                 235                 240 


Cys Ile Lys Ala Phe Arg Asp Ser Ser Trp Gln Val Ile Met Ser Val 
                245                 250                 255     


Gly Lys Thr Ile Asp Pro Glu Ser Leu Glu Asp Ile Pro Ala Asn Phe 
            260                 265                 270         


Thr Ile Arg Gln Ser Val Pro Gln Leu Glu Val Leu Glu Lys Ala Asp 
        275                 280                 285             


Leu Phe Ile Ser His Gly Gly Met Asn Ser Thr Met Glu Ala Met Asn 
    290                 295                 300                 


Ala Gly Val Pro Leu Val Val Ile Pro Gln Met Tyr Glu Gln Glu Leu 
305                 310                 315                 320 


Thr Ala Asn Arg Val Asp Glu Leu Gly Leu Gly Val Tyr Leu Pro Lys 
                325                 330                 335     


Glu Glu Val Thr Val Ser Ser Leu Gln Glu Ala Val Gln Ala Val Ser 
            340                 345                 350         


Ser Asp Gln Glu Leu Leu Ser Arg Val Lys Asn Met Gln Lys Asp Val 
        355                 360                 365             


Lys Glu Ala Gly Gly Ala Glu Arg Ala Ala Ala Glu Ile Glu Ala Phe 
    370                 375                 380                 


Met Lys Lys Ser Ala Val Pro Gln 
385                 390         


<210>  3
<211>  415
<212>  PRT
<213>  Streptomyces antibioticus

<400>  3

Met Thr Thr Gln Thr Thr Pro Ala His Ile Ala Met Phe Ser Ile Ala 
1               5                   10                  15      


Ala His Gly His Val Asn Pro Ser Leu Glu Val Ile Arg Glu Leu Val 
            20                  25                  30          


Ala Arg Gly His Arg Val Thr Tyr Ala Ile Pro Pro Val Phe Ala Asp 
        35                  40                  45              


Lys Val Ala Ala Thr Gly Ala Arg Pro Val Leu Tyr His Ser Thr Leu 
    50                  55                  60                  


Pro Gly Thr Asp Ala Asp Pro Glu Ala Trp Gly Ser Thr Leu Leu Asp 
65                  70                  75                  80  


Asn Val Glu Pro Phe Leu Asn Asp Ala Ile Gln Ala Leu Pro Gln Leu 
                85                  90                  95      


Ala Asp Ala Tyr Ala Asp Asp Ile Pro Asp Leu Val Leu His Asp Ile 
            100                 105                 110         


Thr Ser Tyr Pro Ala Arg Val Leu Ala Arg Arg Trp Gly Val Pro Ala 
        115                 120                 125             


Val Ser Leu Phe Pro Asn Leu Val Ala Trp Lys Gly Tyr Glu Glu Glu 
    130                 135                 140                 


Val Ala Glu Pro Met Trp Arg Glu Pro Arg Gln Thr Glu Arg Gly Arg 
145                 150                 155                 160 


Ala Tyr Tyr Ala Arg Phe Glu Ala Trp Leu Lys Glu Asn Gly Ile Thr 
                165                 170                 175     


Glu His Pro Asp Thr Phe Ala Ser His Pro Pro Arg Ser Leu Val Leu 
            180                 185                 190         


Ile Pro Lys Ala Leu Gln Pro His Ala Asp Arg Val Asp Glu Asp Val 
        195                 200                 205             


Tyr Thr Phe Val Gly Ala Cys Gln Gly Asp Arg Ala Glu Glu Gly Gly 
    210                 215                 220                 


Trp Gln Arg Pro Ala Gly Ala Glu Lys Val Val Leu Val Ser Leu Gly 
225                 230                 235                 240 


Ser Val Phe Thr Lys Gln Pro Ala Phe Tyr Arg Glu Cys Val Arg Ala 
                245                 250                 255     


Phe Gly Asn Leu Pro Gly Trp His Leu Val Leu Gln Ile Gly Arg Lys 
            260                 265                 270         


Val Thr Pro Ala Glu Leu Gly Glu Leu Pro Asp Asn Val Glu Val His 
        275                 280                 285             


Asp Trp Val Pro Gln Leu Ala Ile Leu Arg Gln Ala Asp Leu Phe Val 
    290                 295                 300                 


Thr His Ala Gly Ala Gly Gly Ser Gln Glu Gly Leu Ala Thr Ala Thr 
305                 310                 315                 320 


Pro Met Ile Ala Val Pro Gln Ala Val Asp Gln Phe Gly Asn Ala Asp 
                325                 330                 335     


Met Leu Gln Gly Leu Gly Val Ala Arg Lys Leu Ala Thr Glu Glu Ala 
            340                 345                 350         


Thr Ala Asp Leu Leu Arg Glu Thr Ala Leu Ala Leu Val Asp Asp Pro 
        355                 360                 365             


Glu Val Ala Arg Arg Leu Arg Arg Ile Gln Ala Glu Met Ala Gln Glu 
    370                 375                 380                 


Gly Gly Thr Arg Arg Ala Ala Asp Leu Ile Glu Ala Glu Leu Pro Ala 
385                 390                 395                 400 


Arg His Glu Arg Gln Glu Pro Val Gly Asp Arg Pro Asn Gly Gly 
                405                 410                 415 


<210>  4
<211>  394
<212>  PRT
<213>  Bacillus methylotrophicus

<400>  4

Met Arg Lys Thr His Ile Ala Ile Ile Asn Val Ala Ala His Gly His 
1               5                   10                  15      


Val Asn Pro Thr Leu Pro Val Ala Glu Glu Leu Val Asn Arg Gly Tyr 
            20                  25                  30          


Lys Val Thr Phe Ala Thr Thr Glu Glu Phe Glu Ala Ser Val Ala Lys 
        35                  40                  45              


Thr Gly Ala Ile Pro Val Leu Tyr Arg Thr Ser Ile Lys Ala Asp Pro 
    50                  55                  60                  


Glu Thr Ile Lys Glu Arg Val Asn Lys Asn Asp Ala Phe Val Met Phe 
65                  70                  75                  80  


Leu Glu Glu Ala Val Glu Val Leu Pro Gln Leu Glu Glu Leu Tyr Lys 
                85                  90                  95      


Asp Asp Leu Pro Asp Ile Val Leu Phe Asp Phe Leu Ala Leu Ala Gly 
            100                 105                 110         


Arg Leu Phe Ala Asp Asn Gly Gly Ile Pro Ala Val Lys Phe Cys Pro 
        115                 120                 125             


Ser Tyr Ala Met Asn Glu Tyr Phe Gln Leu Gly Arg Asp Glu Glu Thr 
    130                 135                 140                 


Leu Glu Ala Ala Lys Gln Ala Ile Glu Glu Tyr Gln Glu Gln Ile Glu 
145                 150                 155                 160 


Asn Glu Gln Leu Lys Arg Met Thr Met Glu Glu Phe Phe Met Pro Glu 
                165                 170                 175     


Lys Leu Asn Ile Val Phe Met Pro Arg Ala Phe Gln Pro Lys Gln Glu 
            180                 185                 190         


Thr Phe Asp Glu Arg Phe Cys Phe Val Gly Pro Ser Leu Gly Glu Arg 
        195                 200                 205             


Thr Asn Thr Gly Ser Leu Glu Ile Asp Ala Ala Asp Asp Arg Pro Leu 
    210                 215                 220                 


Met Leu Ile Ser Leu Gly Thr Ala Phe Asn Ala Trp Pro Glu Phe Tyr 
225                 230                 235                 240 


Arg Met Cys Ile Asp Ala Phe Arg Asp Ser Asp Trp Arg Val Ile Met 
                245                 250                 255     


Ser Val Gly Thr Thr Ile Asp Pro Glu Ser Phe Ser Asp Val Pro Asp 
            260                 265                 270         


His Phe Ile Ile Arg Gln His Val Pro Gln Leu Asp Val Leu Glu Lys 
        275                 280                 285             


Ala Lys Leu Phe Val Ser His Gly Gly Met Asn Ser Thr Met Glu Ala 
    290                 295                 300                 


Met Asn Ala Gly Val Pro Leu Val Val Val Pro Gln Met His Glu Gln 
305                 310                 315                 320 


Glu Val Thr Ala Lys Arg Val Asp Glu Leu Gly Leu Gly Val His Leu 
                325                 330                 335     


Pro Pro Lys Glu Val Thr Val Ala Arg Leu Gln Lys Asp Val Gln Asn 
            340                 345                 350         


Val Tyr Gly Asp Lys Asn Ile Leu Ser Arg Val Lys Ser Met Gln Gln 
        355                 360                 365             


Lys Ile Glu Glu Thr Gly Gly Pro Lys Gln Ala Val Cys Ala Ile Glu 
    370                 375                 380                 


Glu Phe Leu Lys Thr Ala Ala Val Glu Asn 
385                 390                 


<210>  5
<211>  396
<212>  PRT
<213>  Bacillus licheniformis

<400>  5

Met Gly His Lys His Ile Ala Ile Phe Asn Ile Pro Ala His Gly His 
1               5                   10                  15      


Ile Asn Pro Thr Leu Ala Leu Thr Ala Ser Leu Val Lys Arg Gly Tyr 
            20                  25                  30          


Arg Val Thr Tyr Pro Val Thr Asp Glu Phe Val Lys Ala Val Glu Glu 
        35                  40                  45              


Thr Gly Ala Glu Pro Leu Asn Tyr Arg Ser Thr Leu Asn Ile Asp Pro 
    50                  55                  60                  


Gln Gln Ile Arg Glu Leu Met Lys Asn Lys Lys Asp Met Ser Gln Ala 
65                  70                  75                  80  


Pro Leu Met Phe Ile Lys Glu Met Glu Glu Val Leu Pro Gln Leu Glu 
                85                  90                  95      


Ala Leu Tyr Glu Asn Asp Lys Pro Asp Leu Ile Leu Phe Asp Phe Met 
            100                 105                 110         


Ala Met Ala Gly Lys Leu Leu Ala Glu Lys Phe Gly Ile Glu Ala Val 
        115                 120                 125             


Arg Leu Cys Ser Thr Tyr Ala Gln Asn Glu His Phe Thr Phe Arg Ser 
    130                 135                 140                 


Ile Ser Glu Glu Phe Lys Ile Glu Leu Thr Pro Glu Gln Glu Asp Ala 
145                 150                 155                 160 


Leu Lys Asn Ser Asn Leu Pro Ser Phe Asn Phe Glu Asp Met Phe Glu 
                165                 170                 175     


Pro Ala Lys Leu Asn Ile Val Phe Met Pro Arg Ala Phe Gln Pro Tyr 
            180                 185                 190         


Gly Glu Thr Phe Asp Glu Arg Phe Ser Phe Val Gly Pro Ser Leu Ala 
        195                 200                 205             


Lys Arg Lys Phe Gln Glu Lys Glu Thr Pro Ile Ile Ser Asp Ser Gly 
    210                 215                 220                 


Arg Pro Val Met Leu Ile Ser Leu Gly Thr Ala Phe Asn Ala Trp Pro 
225                 230                 235                 240 


Glu Phe Tyr His Met Cys Ile Glu Ala Phe Arg Asp Thr Lys Trp Gln 
                245                 250                 255     


Val Ile Met Ala Val Gly Thr Thr Ile Asp Pro Glu Ser Phe Asp Asp 
            260                 265                 270         


Ile Pro Glu Asn Phe Ser Ile His Gln Arg Val Pro Gln Leu Glu Ile 
        275                 280                 285             


Leu Lys Lys Ala Glu Leu Phe Ile Thr His Gly Gly Met Asn Ser Thr 
    290                 295                 300                 


Met Glu Gly Leu Asn Ala Gly Val Pro Leu Val Ala Val Pro Gln Met 
305                 310                 315                 320 


Pro Glu Gln Glu Ile Thr Ala Arg Arg Val Glu Glu Leu Gly Leu Gly 
                325                 330                 335     


Lys His Leu Gln Pro Glu Asp Thr Thr Ala Ala Ser Leu Arg Glu Ala 
            340                 345                 350         


Val Ser Gln Thr Asp Gly Asp Pro His Val Leu Lys Arg Ile Gln Asp 
        355                 360                 365             


Met Gln Lys His Ile Lys Gln Ala Gly Gly Ala Glu Lys Ala Ala Asp 
    370                 375                 380                 


Glu Ile Glu Ala Phe Leu Ala Pro Ala Gly Val Lys 
385                 390                 395     


