Nicotinamide riboside
한글명:Nicotinamide riboside
카스 번호1341-23-7
상품명:Nicotinamide riboside
CBNumberCB3501487
분자식C11H15N2O5+
포뮬러 무게255.25
MOL 파일1341-23-7.mol
화학적 성질
저장 조건 | Store at -20°C |
용해도 | 물에 용해 |
물리적 상태 | A low-melting semi-solid |
InChI | InChI=1/C11H14N2O5/c12-10(17)6-2-1-3-13(4-6)11-9(16)8(15)7(5-14)18-11/h1-4,7-9,11,14-16H,5H2,(H-,12,17)/p+1/t7-,8-,9-,11-/s3 |
InChIKey | JLEBZPBDRKPWTD-XULPMDEONA-O |
SMILES | O[C@@H]1[C@@H]([C@@H](CO)O[C@H]1[N+]1=CC=CC(C(=O)N)=C1)O |&1:1,2,3,7,r| |
그림문자(GHS)
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그림문자(GHS)
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신호 어
Warning
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유해·위험 문구
H302:삼키면 유해함
H315:피부에 자극을 일으킴
H319:눈에 심한 자극을 일으킴
H335:호흡 자극성을 일으킬 수 있음
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예방조치문구
P261:분진·흄·가스·미스트·증기·...·스프레이의 흡입을 피하시오.
P264:취급 후에는 손을 철저히 씻으시오.
P264:취급 후에는 손을 철저히 씻으시오.
P270:이 제품을 사용할 때에는 먹거나, 마시거나 흡연하지 마시오.
P271:옥외 또는 환기가 잘 되는 곳에서만 취급하시오.
P280:보호장갑/보호의/보안경/안면보호구를 착용하시오.
P301+P312:삼켜서 불편함을 느끼면 의료기관(의사)의 진찰을 받으시오.
P302+P352:피부에 묻으면 다량의 물로 씻으시오.
P304+P340:흡입하면 신선한 공기가 있는 곳으로 옮기고 호흡하기 쉬운 자세로 안정을 취하시오.
P305+P351+P338:눈에 묻으면 몇 분간 물로 조심해서 씻으시오. 가능하면 콘택트렌즈를 제거하시오. 계속 씻으시오.
P321:(…) 처치를 하시오.
P330:입을 씻어내시오.
P332+P313:피부 자극이 생기면 의학적인 조치· 조언을 구하시오.
P337+P313:눈에 대한 자극이 지속되면 의학적인 조치· 조언를 구하시오.
P403+P233:용기는 환기가 잘 되는 곳에 단단히 밀폐하여 저장하시오.
P405:밀봉하여 저장하시오.
P501:...에 내용물 / 용기를 폐기 하시오.
Nicotinamide riboside 화학적 특성, 용도, 생산
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개요
Nicotinamide Riboside (NR) is a next-generation vitamin B3 that has been found to be naturally-occurring in milk in trace amounts. The metabolism of NR is unique from that of other more commonly known forms of vitamin B3 , nicotinamide and nicotinic acid. Specifically, NR has been shown in a pre-clinical study to be the most effective form of vitamin B3 at increasing nicotinamide adenine dinucleotide (NAD+)2 .
Nicotinic acid (also known as niacin) and nicotinamide (also known as niacinamide) were discovered in the 1930’s to be the factors that cured pellagra . Niacin is known to cause severe flushing . In 2004, nicotinamide riboside emerged as a newly discovered NAD+ precursor and does not bind to the receptor responsible for flushing.
NR has pre-clinically demonstrated that it is superior to both niacin and nicotinamide, both of which are standard forms of vitamin B3 commonly used in vitamin supplements and foods, at boosting NAD+2 . This is due to the fact that NR is not reliant upon a conversion step requiring the enzyme “NAMPT” , see Figure below. The activity level of NAMPT determines the amount of nicotinamide that is converted into NAD+ , which is why this particular step in the process is often referred to as the “rate limiting step”. As normal aging occurs, the activity of NAMPT is thought to decrease. NR can be used by the cell to make NAD+ without this enzymatic step.
NAD+ synthesis from nicotinic acid, nicotinamide, and nicotinamide riboside -
화학적 성질
Nicotinamide riboside (NR) is part of the B3 vitamin family. Like other forms of vitamin B3, nicotinamide riboside gets converted into nicotinamide adenine dinucleotide (NAD+), a coenzyme essential for life. For this reason, it is often called a NAD+ precursor because it is part of the series of chemical steps that are required to create NAD+.
Different biosynthetic pathways are responsible for converting the different B3 vitamins into NAD+. The enzyme nicotinamide phosphoribosyltransferase (Nampt) catalyzes the rate-limiting step of the two-step pathway converting nicotinamide to NAD+. NR kinase enzymes can also function as a salvage pathway for NAD+, but this pathway is not essential. -
용도
Nicotinamide Riboside can be used in biological study of gene circadian reprogramming transcriptome in liver identified metabolic pathways of aging in mouse. It also increases NAD+ in the cerebral cortex and reduces cognitive deterioration in a transgenic mouse model of Alzheimer’s disease. -
정의
ChEBI: Nicotinamide riboside is a pyridine nucleoside consisting of nicotinamide with a beta-D-ribofuranosyl moiety at the 1-position. It is a metabolite found in or produced by Saccharomyces cerevisiae. It is an orally available form of vitamin B3 and precursor of nicotinamide adenine dinucleotide (NAD+) with potential use in the treatment of chemotherapy induced peripheral neuropathy (CIPN). -
benefits
Nicotinamide riboside (NR) is one of the viable natural precursors for the biosynthesis of NAD+ via two alternative pathways involving the purine nucleoside phosphorylase or the nicotinamide riboside kinase enzymes. Therapeutic benefits of nicotinamide riboside supplementation:
Constant dietary supplementation of nicotinamide riboside has been shown to increase the NAD+ levels in middle aged to elderly people.
It may support mitochondrial function.
It may enhance memory and combat cognitive decline.
It might lengthen your life.
It might promote muscle quality and strength.
It might counter the effects of a high-fat diet.
In 2016 NR received the GRAS (Generally Recognized As Safe) status from the FDA. NR also demonstrated the potential to slow aging processes in mice models. -
Biological Functions
Nicotinamide adenine dinucleotide (NAD+) is a critical coenzyme that, when reduced to NADH, serves as a reducing agent to donate electrons for oxidative phosphorylation and ATP synthesis in mitochondria. NAD+ is a critical cofactor for enzymes such as sirtuins, ADP-ribosyltransferases (ARTs), and Poly [ADP- ribose] polymerases (PARPs) and is continuously consumed by these enzymes. The NAD+/NADH ratio is a critical component of the redox state of the cell. (Verdin 2015). By some counts, NAD or the related NADP participates in a quarter of all cellular reactions (Opitz Heiland 2015). There are separate compartments of NAD+ in the nucleus, mitochondria, and cytoplasm (Verdin 2015).
Nicotinamide riboside (NR) can be converted into NAD+ through an intermediate step in which it is converted into nicotinamide mononucleotide (NMN) by NR kinase (Nrk) and then to NAD+ by NMNATs. NR is naturally found in some foods but at very low quantities (e.g. low micromolar range). Historically, NR was difficult to obtain in large purified amounts, but thanks to advances in synthesis methods (Yang 2007), as of June 2013, it is sold as a dietary supplement. -
Clinical Use
Nicotinamide riboside is important because it is a potent and bioavailable pre-cursor to NAD+. NAD+ is essential to life and is known to be vital to functions that ensure proper cellular and energy metabolism. The most well-known function of NAD+ is the transferring of electrons to the machinery in the cell that produces ATP, the energy currency of all cells.
NAD+ is increasingly being shown to have important functions beyond electron transfer. One of the most promising potential roles for NR as a pre-cursor to NAD+ is activation of sirtuins, enzymes associated with a wide variety of functions related to metabolism and longevity. -
부작용
No serious adverse effects have been reported in human studies, though most of the studies so far have been short in duration and low in participant numbers. The need for larger scale and more robust human studies is critical if NR is to be properly evaluated.
To date, some people have reported mild to moderate side effects, including nausea, fatigue, headaches, diarrhea, stomach upset and indigestion. While that seems to suggest NR is likely safe, the lack of large scale long-term studies means that this cannot be confirmed.
As always, if you do decide to take a NR supplement and experience any adverse effects, you should cease taking it immediately and consult your doctor. -
Safety
Nicotinamide riboside has a successful New Dietary Ingredient Notification with FDA (NDIN 882) for daily recommended intake of not more than 180 mg/d.
Nicotinamide riboside is generally recognized as safe (FDA GRAS Notice No. 635) for use in vitamin waters, protein shakes, nutrition bars, gum, chews, and powdered beverages. Maximum use level 0.0057% by weight.
Nicotinamide riboside 공급 업체
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