Why isn't SEM used more in carbohydrate chemistry

https://doi.org/10.1002/chem.201101163 I am working on synthetic routes to a glucoside. The beta-trimethylsilylethoxymethyl (SEM) group has some attractive features (particularly in regards to deprotection using fluoride ion), but I have only found one paper in which four SEM groups were used to protect the oxygen atoms at carbons 2-4 and 6 of a glycoside conjugated with a steroid. They did not deprotect to the best of my knowledge, but I assume that one would use a standard recipe. I did find a paper in which a glycoside was protected with several different groups, including one SEM. Are there disadvantages to using the SEM group as the protecting group? Are there reasons why it has been used more in carbohydrate chemistry? Should I be favoring other protecting groups instead?

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πŸ‘€︎ u/BabcockHall
πŸ“…︎ Jan 10 2022
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If Claude Silbert Hudson is the father of Carbohydrate Chemistry, wouldn’t that make him the original Sugar Daddy?
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πŸ‘€︎ u/oshazfatima
πŸ“…︎ Sep 30 2021
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Reagents for Carbohydrate Chemistry
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πŸ‘€︎ u/SS13908
πŸ“…︎ Apr 04 2021
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Genetic Evidence That Carbohydrate-Stimulated Insulin Secretion Leads to Obesity [Clinical Chemistry using Mendelian Randomization - Published January 2018 - Free article for 2 weeks!] clinchem.aaccjnls.org/con…
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πŸ‘€︎ u/dem0n0cracy
πŸ“…︎ Jan 02 2018
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Basic question about the specific carbohydrate diet [biology/chemistry]

From the Breaking the Vicious Cycle website, the overall goal is:

  • To consume simple carbohydrates that can be easily absorbed by the intestine.
  • To avoid complex carbohydrates that are not easily digested, thus feeding the harmful bacteria in the intestine.

Examples of simple carbohydrates include molasses and table sugar but they are excluded from the diet. While examples of complex carbohydrates include green vegetables, which are included in the diet.

This is the basis for my confusion. Further, I thought that the "good" bacteria reside in the colon (at the end of the intestine). If we consume simple carbohydrates, they get absorbed start of the intestine, starving the "good" bacteria at the end. And, as the starved, they begin to attack the cell wall. Further, we need to feed these bacteria as they convert complex carbohydrates into short-chain fatty acids, which are needed by your T-cells to keep the immune system in check. So when they aren't fed, the immune system acts up. To feed them, we need to eat complex carbohydrates and fibre as these substances will make it to the colon. Similarly, homemade probiotic yoghurt is suggested but surely this would just serve to increase the number of bacteria in the gut. I thought this was a good thing but the consensus on-line seems to be that we want to starve them.

Any insight at all would be greatly appreciated! I need to get on this diet but I can't get the logic straight in my head.

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πŸ‘€︎ u/mooneyse
πŸ“…︎ Feb 10 2017
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Looking for career insight between carbohydrate chemistry and organometallic methodology

I'm a first year grad student in the process of choosing an advisor. There is a group I'm interested in that has recently started branching out from catalysis/ methodolgy type research to carbohydrate chemistry. I originally planned on joining that group to work in the methodology area, but the carbohydrate project sounds pretty interesting. I know very little about that area, so I'm wondering if it's a marketable field to go into (preferably industry at this point), or is methodology a safer bet?

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πŸ‘€︎ u/pka_chu
πŸ“…︎ Oct 17 2016
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Entry level college chemistry class. Need help figuring out total fat and total carbohydrate levels of a peanut using calories per gram. Hope that makes sense

Okay so here's the question. "Ballpark figures suggest that we get 9 food Calories from a gram of fat and 4 food Calories from a gram of carbohydrate. Based on the data of one serving, calculate the number of grams of Total Fat and the number of grams of Total Carbohydrate per gram of food."

Now, from the experiment I know that a peanut has roughly 2.846 Cal/g. I just don't know how to use this information to answer the question above. I feel like it's probably much simpler than I realize, but my brain just cannot make sense of it. I would be extremely grateful for help.

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πŸ‘€︎ u/CommissarCool
πŸ“…︎ Apr 06 2012
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[University Organic Chemistry] Carbohydrates

Carbohydrates (like glucose) can be represented by both a straight chain structure and a ring structure.

Example: http://flatworldknowledge.lardbucket.org/books/the-basics-of-general-organic-and-biological-chemistry/section_19/5df38314007b0d4b2339d3c3b62022c2.jpg

I can tell the difference between d and l isomers of carbohydrates when they are represented in the straight chain form (the OH group on the second farthest carbon from the carbonyl is facing to the right in the d-isomer), but I cannot tell the difference between the d and l isomers when the carbohydrate is represented in the ring form. Are d and l isomers of carbohydrates distinguishable in their ring forms?

Thanks a lot!

Edit: For clarification, the carbon that distinguishes between the d and l isomers of a carbohydrate is labeled carbon 5 in the above picture. If the OH is on the right, then the molecule is a d-isomer, if the OH is on the left, the molecule is an l-isomer.

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πŸ‘€︎ u/joeygladstone55
πŸ“…︎ Mar 15 2013
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[Request] "Constituent Analysis of Glycosaminoglycans" from Methods in Carbohydrate Chemistry, Vol. 8 (pp. 89-96)

Authors: Chandreskaan, E. V. and BeMiller, J. N.

I don't have high hopes for this one. My university's library has volumes 1 - 7, but not 8 or 9. Any help would be appreciated.

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πŸ‘€︎ u/noneus
πŸ“…︎ Oct 12 2012
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Textbooks containing compiled protocols/conditions for common organic reactions

Are there any textbooks that contain compiled protocols/conditions for common organic reactions (ex. SOCl2-mediated chlorination, Mitsunobu, Grignard, ozonolysis, etc.) targeted at young graduate students?

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πŸ‘€︎ u/coolman50544
πŸ“…︎ Dec 21 2021
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How blood glucose and AMPK affect executive function

EFFECTS OF BLOOD GLUCOSE ON EXECUTIVE FUNCTION

Neurons love glucose, but blood serum glucose concentrations don’t influence intraneuronal glucose concentrations:

GLUT3 has a low Km for glucose of 1.6 mM. It transports glucose into brain cells at a rate that is independent of the plasma level of glucose.

GLUT1 has a low Km for glucose of ∼2 mM. It is responsible for glucose transport across the bbb at a rate that is independent of the plasma level of glucose.

Brain β€œfog” is a constellation of symptoms that include reduced cognition, inability to concentrate and multitask, as well as loss of short and long term memory. Inflammation in the CNS caused by microglia cells is known to be a causal factor for brain β€œfog”.

High glucose condition increases NADPH oxidase activity in endothelial microparticles that amplify endothelial inflammation

Multiple inflammatory cytokines and mediators in the CNS are induced by high glucose treatment via the key signaling pathways. High glucose induced expression of inflammatory cytokines and reactive oxygen species in cultured astrocytes.

Acute blood glucose fluctuation enhances rat aorta endothelial cell apoptosis, oxidative stress and pro-inflammatory cytokine expression in vivo

Fructose is worse: β€œChange in CRP was also significantly higher in subjects consuming fructose compared with those consuming glucose (P < 0.05), but not sucrose (P = 0.07).”

EFFECTS OF NUTRIENT SENSING PATHWAYS

Although adequate nutrition is essential for optimal neural activity and survival, mild energy restriction may improve cognition and prolong longevity.

Energy status is monitored by the cellular AMP-activated protein kinase (AMPK) system, whereas leptin regulates total energy balance.

We investigated the roles of AMPK and leptin in cognition and survival under diet restriction (DR).

Hippocampal AMPK activity increases with energy restriction.

Catecholamine neurons likely convey caudal hindbrain input to hypothalamic AMPK.

Fasting regimens more effectively reduced C-reactive protein than energy-restricted diets.

Acute fasting increases somatodendritic dopamine release in the ventral tegmental area

Elevated blood glucose and insulin levels are the most potent deactivors of AMPK, seconded by mTOR activating amino acids such as leucine

Dhillon et al. found that a lunch relatively high in fat, with the majority of its energy com

... keep reading on reddit ➑

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πŸ“…︎ Dec 19 2021
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SERIOUS: This subreddit needs to understand what a "dad joke" really means.

I don't want to step on anybody's toes here, but the amount of non-dad jokes here in this subreddit really annoys me. First of all, dad jokes CAN be NSFW, it clearly says so in the sub rules. Secondly, it doesn't automatically make it a dad joke if it's from a conversation between you and your child. Most importantly, the jokes that your CHILDREN tell YOU are not dad jokes. The point of a dad joke is that it's so cheesy only a dad who's trying to be funny would make such a joke. That's it. They are stupid plays on words, lame puns and so on. There has to be a clever pun or wordplay for it to be considered a dad joke.

Again, to all the fellow dads, I apologise if I'm sounding too harsh. But I just needed to get it off my chest.

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πŸ‘€︎ u/anywhereiroa
πŸ“…︎ Jan 15 2022
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Blind Girl Here. Give Me Your Best Blind Jokes!

Do your worst!

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πŸ‘€︎ u/Leckzsluthor
πŸ“…︎ Jan 02 2022
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This subreddit is 10 years old now.

I'm surprised it hasn't decade.

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πŸ‘€︎ u/frexyincdude
πŸ“…︎ Jan 14 2022
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My humble contribution and testimony - 85 days

Dear people of this subreddit : readers, long lost relatives, brothers, fellow retainers, boys, teens, men.

I’d like to share my humble testimony and experience on this journey. I will try to be as concise as possible, and organize my thoughts so you can easily refer to elements, provided you come back to this

I. My life

I am in my early 30s. Coomer for almost 2 decades, so much lost energy and vigor. But this is no time for regret. I am not here to ask for pity, and you ought not to ask this to anybody. Instead, feel this anger, this wrath, turn it into fury, a holy fury that will fuel your projects and dreams.

I served in the Army for 6 years, and was a junior officer. I was too young to understand the importance and the impact of what I learnt at the time, and I am still figuring out so many things. Discipline is key, but self-discipline, that is when no one is watching, except your consciousness, this is the true Holy Grail.

I had a tumultuous relationship with my father, who recently died. The curse is lifted, somehow. I am grateful for the education my mother taught us, my siblings and I. She did her best with what she had, blessed be her soul.

I am currently undergoing the process to apply to medical school : I want to be MD. This is no easy task, and insanely selective, almost in a barbaric way. You might now understand why retention is so precious.

Retention is a tool, a means, and a lifestyle. Please, do not make it an absolute, balance is in the heart of all things. If you want to build a family, you will have to release : but you will do it purposefully, to create life, a life, to bring upon Earth a new soul, and raise the blood of your blood with a caring woman and wife.

II. My experience

So far, 85 days. My previous longest was 74 days, but I was still in the porn mindset. Right before starting, I was still entangled in this addiction. I somehow clicked that it had to stop, so I stopped. It took me so much effort, but it became increasingly easier.

I was dating a lot prior to starting, cooming with randos, making coom and orgasm the ultimate goal of the sexual intercourse, albeit I took great care to pleasure as much as possible my partner. Don’t lose your precious seed needlessly, cherish it. Honour your body both as a temple for your soul, and as a little animal, a pet that accompany you during your time of this Earth and who loves you. Love yourself, my friends.

Lust and cravings come from time to time, but they become m

... keep reading on reddit ➑

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πŸ‘€︎ u/Vio-A
πŸ“…︎ Nov 14 2021
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Dropped my best ever dad joke & no one was around to hear it

For context I'm a Refuse Driver (Garbage man) & today I was on food waste. After I'd tipped I was checking the wagon for any defects when I spotted a lone pea balanced on the lifts.

I said "hey look, an escaPEA"

No one near me but it didn't half make me laugh for a good hour or so!

Edit: I can't believe how much this has blown up. Thank you everyone I've had a blast reading through the replies πŸ˜‚

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πŸ‘€︎ u/Vegetable-Acadia
πŸ“…︎ Jan 11 2022
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What starts with a W and ends with a T

It really does, I swear!

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πŸ‘€︎ u/PsychedeIic_Sheep
πŸ“…︎ Jan 13 2022
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Why did Karen press Ctrl+Shift+Delete?

Because she wanted to see the task manager.

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πŸ‘€︎ u/Eoussama
πŸ“…︎ Jan 17 2022
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So 2 trees got arrested in the town I live...

Heard they've been doing some shady business.

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πŸ‘€︎ u/K1ll47h3K1n9
πŸ“…︎ Jan 18 2022
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[Advice] Why are you still not exercising and eating properly?

The rise of digital technology has brought fabulous things into our world.

We no longer need ships, snail mail, professional messengers, or travel to communicate with someone on the other side of the globe. All we have to do is open Facebook or a messenger app and write them something, and they will receive the message immediately.

You can even call them and hear their voice or see their face in real-time.

We don’t have to walk to the shop anymore to buy our groceries or clothes. We can order anything we want online with a couple of clicks, and it will be delivered right to your doorstep.

Damn, there’s no need to go to work anymore. The coronavirus outbreak has shown us that you can accomplish your daily work from the confinements of your home. Many employers have sent their employees to work from home because that is much safer than spending 8 hours in a jammed office.

However, not everything is as good as it sounds. The Third Industrial Revolution has also brought the pandemic of mental illnesses, the lack of physical exercise, and the rise of crappy diets.

The obesity rates

36% of adults in the United States suffer from obesity.

27% of adults in the United Kingdom suffer from obesity.

23% of adults in Russia suffer from obesity.

About 13% of the global population (that is 650 million adults) is obese. 1.9 billion are overweight [1]

Those are frightening numbers, especially considering that it is all preventable with proper nutrition and training regimens.

Yes, some people are indeed more prone to gain excessive fat than others, but those people are rare, and 90% of them can regulate their weight simply by eating properly and engaging in physical exercise.

Why are those numbers scary?

From a biological standpoint, fat was very functional back in the old days.

Every living being needs the energy to survive. Without it, animals (humans included) can’t do anything. But, how do we get it then? Good question. Through chemical processes that occur in our body.

We all know that food consists of three macronutrients: proteins, carbohydrates, and fats. When food or liquid enters our body, our liver, kidneys and other organs begin to break down the food or liquid to these macronutrients.

Then, these macronutrients are broken down [2] even further, and through the clever use of che

... keep reading on reddit ➑

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πŸ‘€︎ u/Able_Ad_5918
πŸ“…︎ Nov 25 2021
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What is the scariest tree?

BamBOO!

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πŸ‘€︎ u/K1ll47h3K1n9
πŸ“…︎ Jan 18 2022
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What is a a bisexual person doing when they’re not dating anybody?

They’re on standbi

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πŸ‘€︎ u/Toby-the-Cactus
πŸ“…︎ Jan 12 2022
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Geddit? No? Only me?
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πŸ‘€︎ u/shampy311
πŸ“…︎ Dec 28 2021
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I wanna hear your best airplane puns.

Pilot on me!!

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πŸ‘€︎ u/Paulie_Felice
πŸ“…︎ Jan 07 2022
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E or ß?
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πŸ‘€︎ u/Amazekam
πŸ“…︎ Jan 03 2022
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Which actor drives the least?

Christopher Walken

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πŸ‘€︎ u/TR1771N
πŸ“…︎ Jan 18 2022
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What did Spartacus say when the lion ate his wife?

Nothing, he was gladiator.

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πŸ‘€︎ u/rj104
πŸ“…︎ Jan 15 2022
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I SPECIALIZE IN MATHEMATICS & STATISTICS, PHYSICS, CHEMISTRY AND BIOLOGY. HIRE ME FOR YOUR QUIZZES, ESSAYS, TESTS, ASSIGNMENTS AND LAB REPORTS AND GET AN A. Venmo/cash app/PayPal accepted. CONTACT ME THROUGH: Email; archimedesthegenius@gmail.com. Call/Text +1(815)483-2891 Disc-Archimedes#4076

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πŸ‘€︎ u/thatguyinfront
πŸ“…︎ Jan 17 2022
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Pun intended.
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πŸ‘€︎ u/Sharmaji1301
πŸ“…︎ Jan 15 2022
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No spoilers
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πŸ‘€︎ u/Onfour
πŸ“…︎ Jan 06 2022
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Covid problems
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πŸ‘€︎ u/theincrediblebou
πŸ“…︎ Jan 12 2022
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These aren't dad jokes...

Dad jokes are supposed to be jokes you can tell a kid and they will understand it and find it funny.

This sub is mostly just NSFW puns now.

If it needs a NSFW tag it's not a dad joke. There should just be a NSFW puns subreddit for that.

Edit* I'm not replying any longer and turning off notifications but to all those that say "no one cares", there sure are a lot of you arguing about it. Maybe I'm wrong but you people don't need to be rude about it. If you really don't care, don't comment.

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πŸ‘€︎ u/Lance986
πŸ“…︎ Dec 15 2021
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