Advanced Organic Chemistry: Total Synthesis of Gibberelins, Retrosynthesis, Mechanisms

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  • Опубліковано 2 лют 2023
  • Gibberelins play a critical role for plants and mankind being vital factors for plant growth and agriculture. They are the reason why we avoided a global hunger wave in the 20th century, and their analogs could open new mechanisms of action against cancer! This makes synthetic access and further biochemical and pharmacological studies even more important.
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    01:27 Gibberelin's role in nature and agriculture
    04:38 Isolation of natural products
    06:54 Retrosynthetic analysis and strategy
    09:02 Forward synthesis and mechanisms
    Main paper: Concise Synthesis of (−)-GA18 Methyl Ester (Lei Li, Weida Liang, Mario E. Rivera, Ye-Cheng Wang, and Mingji Dai); doi.org/10.1021/jacs.2c12470
    Some recommended books on organic synthesis:
    - Clayden, Greeves, Warren; Organic Chemistry (basic organic chemistry knowledge)
    - Wyatt, Warren; Organic Synthesis: The Disconnection Approach (excellent introduction to retrosynthesis)
    - Kurti, Czako; Strategic Applications of Named Reactions in Organic Synthesis (extensive toolkit of functional group reactions and applications thereof with common conditions)
    - Nicolaou et al; Classics in Total Synthesis 1-3 (the ultimate total synthesis trilogy)
    - Nicolaou; Molecules That Changed the World (the world's most important molecules and their impact on everyday life)
    - Carreira, Kvaerno; Classics in Stereoselective Synthesis (compilation of the groundbreaking methods of stereoselective synthesis and application to synthesis of stereochemically complex structures)
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КОМЕНТАРІ • 22

  • @totalsynthesis
    @totalsynthesis  Рік тому +9

    🔔▶ I’ve set up a YT membership option and Patreon for anyone interested in supporting the channel and accessing some perks, including more science insights!
    As you’ve noticed, I’m trying to adhere to a more regular posting schedule - 🪦RIP my christmas break, weekends and free time - so I’m grateful for your support and nice comments.
    www.patreon.com/totalsynthesis
    Thank you! The next one is not too far away - and it’s going to be awesome!

  • @samueldeschwanden3065
    @samueldeschwanden3065 Рік тому +5

    Let's gooo another Episode!! 💥🥳

  • @theodorangelos9392
    @theodorangelos9392 Рік тому +12

    I am not even through my first semester yet. After watching this video I am very confused, maybe a little scared, but absolutely certain I choosed the right study.

    • @totalsynthesis
      @totalsynthesis  Рік тому +5

      Can always check the other vids to learn more 😎 stay at it!

    • @user-rb3ww3yl5d
      @user-rb3ww3yl5d Рік тому +2

      The past tense of choose is chose, not choosed

  • @papideekikidee5473
    @papideekikidee5473 Рік тому +3

    Best Channel here at UA-cam, even for professional organic chemists!

  • @definetlynotacomment1184
    @definetlynotacomment1184 Рік тому +5

    The use of a Lanthanide salt as catalyst not once but twice, makes this synthesis really funky.
    On the topic of dwarfed plants: I grow Bonsai trees as a hobby. (They are not a species, but simply regular Trees that are grown to stay small.) Some species produce regular sized fruits, even when grown as bonsai. An example would be Lemon trees: I once saw a 20 cm tall lemon-bonsai with 4 fully sized Lemons. That's an an insane ratio of how much of that plants biomass is in the fruits. The effect on the root-system is also profound. As the roots are also developed by human intervention (for both the health of the tree and the
    A e s t h e t i c s ) Bonsai trees will have a lot more fine feeder roots in their root-system, allowing them to get more nutrients ans water.
    Which also results in more flowering and fruiting in some species like lemon trees for example.
    Your videos are always amazing, keep being based.

    • @totalsynthesis
      @totalsynthesis  Рік тому

      Thanks man. Cool hobby! Oh wow, lemon bonsais lol

  • @knivesnico8775
    @knivesnico8775 Рік тому +1

    fantastic work!

  • @OldMcHorny
    @OldMcHorny Рік тому +5

    Neat molecule, very interesting use. But looks like a pain to actually synthesize in the lab.

  • @user255
    @user255 Рік тому +1

    GA3 is cheap, but many times quite useless for induction of flowering and so I needed GA7 (not sure I recall that correctly). But I rejected the option quickly when I saw the price!
    So, yes, we need good ways to synthesize gibberelins.

  • @wglenbatemanjr9729
    @wglenbatemanjr9729 Рік тому +1

    don't forget plant ecologists!
    On those low yields from large scale raw materials- percent yield may not apply here but plant hormones like all hormones in living systems: a little goes a long way.
    Is this Anton?
    I am hoping so. ✌️

  • @HunterSims
    @HunterSims Рік тому +2

    6:57 Mario Rivera- I know that guy

  • @bludeat7398
    @bludeat7398 Рік тому +1

    thanks man for these videos... state exams are coming and these synthesis are awesome examples of many of basic reactions put neatly to one video and I always stop to ponder how would I do that reaction

  • @C4pungMaster
    @C4pungMaster Рік тому +1

    "6-4-3 tricyclo bridged carbon" should not be in the same sentence with "nice to look at". Practicing and being fond of witchcraft is an offense worthy of being burned at the stake.
    Also really sick vids. I really enjoy it and both of your editing and presentation have gone better and better. Its entertaining and really tingle your brains to start thinking.
    Your community page is also fun. Imo top 5 chemtuber material easy

  • @chadkline4268
    @chadkline4268 Рік тому +1

    Great video, intelligent. But advancements in food production just help until people populate their way beyond them. Then, usually we are worse off than without development. If I needed this, I'd study the mechanism of it's effectiveness first, if possible. And then create something simpler that has the same effect. Though, I can see that one may need to synthesize the molecule of interest first to have enough quantity to study it.

  • @bogdy72000
    @bogdy72000 Рік тому +3

    so many people are fed with the help of synthetic fertilizers ... the way they are excluded out of food production nowadays worldwide, would imply that many many will die of hunger pretty soon .

  • @trailblazingfive
    @trailblazingfive Рік тому +2

    Say what 😭