N-Fmoc-N'-(4-甲氧基-2,3,6-三甲基苯磺酰基)-L-精氨酸 | 98930-01-9

• 物质功能分类: 生物化工 - 氨基酸及其衍生物 - 精氨酸类衍生物
• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 中文名称: N-Fmoc-N'-(4-甲氧基-2,3,6-三甲基苯磺酰基)-L-精氨酸
• 中文别名: N-芴甲氧羰基-N'-(4-甲氧基-2,3,6-三甲基苯磺酰基)-L-精氨酸；N-Fmoc-N’-(4-甲氧基-2,3,6-三甲基苯磺酰基)-L-精氨酸；NA-芴甲氧羰基-NΩ-(4-甲氧基-2,3,6-三甲苯磺酰)-L-精氨酸
• 英文名称: Nα-(9-fluorenylmethoxycarbonyl)-Nγ-(4-methoxy-2,3,6-trimethylbenzenesulphonyl)-L-arginine
• 英文别名: Fmoc-Arg(Mtr)-OH；Fmoc-Arg(Mtr)；(2S)-5-[[amino-[(4-methoxy-2,3,6-trimethylphenyl)sulfonylamino]methylidene]amino]-2-(9H-fluoren-9-ylmethoxycarbonylamino)pentanoic acid
• CAS: 98930-01-9
• 化学式: C₃₁H₃₆N₄O₇S
• mdl: MFCD00043098
• 分子量: 608.715
• InChiKey: LKGHIEITYHYVED-SANMLTNESA-N

物化性质

• 密度：
  1.35±0.1 g/cm3(Predicted)
• 溶解度：
  溶于水或1%醋酸
• 稳定性/保质期：
  常温常压下稳定，避免与强氧化剂接触。

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  43
• 可旋转键数：
  13
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.322
• 拓扑面积：
  178
• 氢给体数：
  4
• 氢受体数：
  8

安全信息

• 危险等级：
  IRRITANT
• 危险品标志：
  T
• 安全说明：
  S22,S26,S36/37/39,S45,S53
• 危险类别码：
  R20/21/22,R45,R36/37/38,R46
• WGK Germany：
  3
• 海关编码：
  29350090
• 危险标志：
  GHS07
• 危险性描述：
  H302,H312,H315,H319,H332,H335
• 危险性防范说明：
  P261,P280,P305 + P351 + P338
• 储存条件：
  密封储存，存放在阴凉干燥的仓库中。建议将物品置于冷藏环境中，温度保持在-20℃。

SDS

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Section 1. IDENTIFICATION OF THE SUBSTANCE/MIXTURE
Product identifiers
Product name : Fmoc-Arg(Mtr)-OH
CAS-No. : 98930-01-9
Relevant identified uses of the substance or mixture and uses advised against
Identified uses : Laboratory chemicals, Manufacture of substances

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Section 2. HAZARDS IDENTIFICATION
Classification of the substance or mixture
Classification according to Regulation (EC) No 1272/2008 [EU-GHS/CLP]
Acute toxicity, Inhalation (Category 4)
Acute toxicity, Dermal (Category 4)
Acute toxicity, Oral (Category 4)
Skin irritation (Category 2)
Eye irritation (Category 2)
Specific target organ toxicity - single exposure (Category 3)
Classification according to EU Directives 67/548/EEC or 1999/45/EC
Harmful by inhalation, in contact with skin and if swallowed. Irritating to eyes, respiratory system and skin.
Label elements
Labelling according Regulation (EC) No 1272/2008 [CLP]
Pictogram
Signal word Warning
Hazard statement(s)
H302 Harmful if swallowed.
H312 Harmful in contact with skin.
H315 Causes skin irritation.
H319 Causes serious eye irritation.
H332 Harmful if inhaled.
H335 May cause respiratory irritation.
Precautionary statement(s)
P261 Avoid breathing dust/ fume/ gas/ mist/ vapours/ spray.
P280 Wear protective gloves/ protective clothing.
P305 + P351 + P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove
contact lenses, if present and easy to do. Continue rinsing.
Supplemental Hazard none
Statements
According to European Directive 67/548/EEC as amended.
Hazard symbol(s)
R-phrase(s)
R20/21/22 Harmful by inhalation, in contact with skin and if swallowed.
R36/37/38 Irritating to eyes, respiratory system and skin.
S-phrase(s)
S26 In case of contact with eyes, rinse immediately with plenty of water and
seek medical advice.
S36/37/39 Wear suitable protective clothing, gloves and eye/face protection.
Caution - substance not yet tested completely.
Other hazards - none

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Section 3. COMPOSITION/INFORMATION ON INGREDIENTS
Substances
: Nα-Fmoc-Nω-(4-methoxy-2,3,6-trimethylbenzenesulfonyl)-L-arginine
Synonyms
Nα-Fmoc-Nω-MTR-L-arginine
Formula : C31H36N4O7S
Molecular Weight : 608,71 g/mol
Component Concentration
Fmoc-Arg(Mtr)-OH
CAS-No. 98930-01-9 -

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Section 4. FIRST AID MEASURES
Description of first aid measures
General advice
Consult a physician. Show this safety data sheet to the doctor in attendance.
If inhaled
If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician.
In case of skin contact
Wash off with soap and plenty of water. Consult a physician.
In case of eye contact
Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician.
If swallowed
Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician.
Most important symptoms and effects, both acute and delayed
Nausea, Headache, Vomiting, Dizziness, Hypoglycemia, Central nervous system depression, narcosis,
anemia, Liver injury may occur.
Indication of any immediate medical attention and special treatment needed
no data available

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Section 5. FIREFIGHTING MEASURES
Extinguishing media
Suitable extinguishing media
Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide.
Special hazards arising from the substance or mixture
Carbon oxides, nitrogen oxides (NOx), Sulphur oxides
Advice for firefighters
Wear self contained breathing apparatus for fire fighting if necessary.
Further information
no data available

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Section 6. ACCIDENTAL RELEASE MEASURES
Personal precautions, protective equipment and emergency procedures
Use personal protective equipment. Avoid dust formation. Avoid breathing vapors, mist or gas. Ensure
adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust.
Environmental precautions
Do not let product enter drains.
Methods and materials for containment and cleaning up
Pick up and arrange disposal without creating dust. Sweep up and shovel. Keep in suitable, closed
containers for disposal.
Reference to other sections
For disposal see section 13.

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Section 7. HANDLING AND STORAGE
Precautions for safe handling
Avoid contact with skin and eyes. Avoid formation of dust and aerosols.
Provide appropriate exhaust ventilation at places where dust is formed.Normal measures for preventive fire
protection.
Conditions for safe storage, including any incompatibilities
Store in cool place. Keep container tightly closed in a dry and well-ventilated place.
Recommended storage temperature: -20 °C
Store under inert gas. Moisture sensitive.
Specific end uses
no data available

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Section 8. EXPOSURE CONTROLS/PERSONAL PROTECTION
Control parameters
Components with workplace control parameters
Exposure controls
Appropriate engineering controls
Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and
at the end of workday.
Personal protective equipment
Eye/face protection
Safety glasses with side-shields conforming to EN166 Use equipment for eye protection tested
and approved under appropriate government standards such as NIOSH (US) or EN 166(EU).
Skin protection
Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique
(without touching glove's outer surface) to avoid skin contact with this product. Dispose of
contaminated gloves after use in accordance with applicable laws and good laboratory practices.
Wash and dry hands.
The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and
the standard EN 374 derived from it.
Body Protection
Complete suit protecting against chemicals, The type of protective equipment must be selected
according to the concentration and amount of the dangerous substance at the specific workplace.
Respiratory protection
For nuisance exposures use type P95 (US) or type P1 (EU EN 143) particle respirator.For higher
level protection use type OV/AG/P99 (US) or type ABEK-P2 (EU EN 143) respirator cartridges.
Use respirators and components tested and approved under appropriate government standards
such as NIOSH (US) or CEN (EU).

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Section 9. PHYSICAL AND CHEMICAL PROPERTIES
Information on basic physical and chemical properties
a) Appearance Form: crystalline
Colour: white
b) Odour no data available
c) Odour Threshold no data available
d) pH no data available
e) Melting point/freezing no data available
point
f) Initial boiling point and no data available
boiling range
g) Flash point no data available
h) Evaporation rate no data available
i) Flammability (solid, gas) no data available
j) Upper/lower no data available
flammability or
explosive limits
k) Vapour pressure no data available
l) Vapour density no data available
m) Relative density no data available
n) Water solubility no data available
o) Partition coefficient: n- no data available
octanol/water
p) Autoignition no data available
temperature
q) Decomposition no data available
temperature
r) Viscosity no data available
s) Explosive properties no data available
t) Oxidizing properties no data available
Other safety information
no data available

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Section 10. STABILITY AND REACTIVITY
Reactivity
no data available
Chemical stability
no data available
Possibility of hazardous reactions
no data available
Conditions to avoid
no data available
Incompatible materials
Strong oxidizing agents
Hazardous decomposition products
Other decomposition products - no data available

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Section 11. TOXICOLOGICAL INFORMATION
Information on toxicological effects
Acute toxicity
Skin corrosion/irritation
no data available
Serious eye damage/eye irritation
no data available
Respiratory or skin sensitization
no data available
Germ cell mutagenicity
no data available
Carcinogenicity
IARC: No component of this product present at levels greater than or equal to 0.1% is identified as
probable, possible or confirmed human carcinogen by IARC.
Reproductive toxicity
no data available
Specific target organ toxicity - single exposure
Inhalation - May cause respiratory irritation.
Specific target organ toxicity - repeated exposure
no data available
Aspiration hazard
no data available
Potential health effects
Inhalation Harmful if inhaled. Causes respiratory tract irritation.
Ingestion
Harmful if swallowed.
Skin Harmful if absorbed through skin. Causes skin irritation.
Eyes Causes serious eye irritation.
Signs and Symptoms of Exposure
Nausea, Headache, Vomiting, Dizziness, Hypoglycemia, Central nervous system depression, narcosis,
anemia, Liver injury may occur.
Additional Information
RTECS: Not available

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Section 12. ECOLOGICAL INFORMATION
Toxicity
no data available
Persistence and degradability
no data available
Bioaccumulative potential
no data available
Mobility in soil
no data available
Results of PBT and vPvB assessment
no data available
Other adverse effects
no data available

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Section 13. DISPOSAL CONSIDERATIONS
Waste treatment methods
Product
Offer surplus and non-recyclable solutions to a licensed disposal company. Contact a licensed
professional waste disposal service to dispose of this material. Dissolve or mix the material with a
combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber.
Contaminated packaging
Dispose of as unused product.

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Section 14. TRANSPORT INFORMATION
UN number
ADR/RID: - IMDG: - IATA: -
UN proper shipping name
ADR/RID: Not dangerous goods
IMDG: Not dangerous goods
IATA: Not dangerous goods
Transport hazard class(es)
ADR/RID: - IMDG: - IATA: -
Packaging group
ADR/RID: - IMDG: - IATA: -
Environmental hazards
ADR/RID: no IMDG Marine pollutant: no IATA: no
Special precautions for user
no data available

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Section 15. REGULATORY INFORMATION
This safety datasheet complies with the requirements of Regulation (EC) No. 1907/2006.
Safety, health and environmental regulations/legislation specific for the substance or mixture
no data available
Chemical Safety Assessment
no data available

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Section 16. OTHER INFORMATION
Further information
Copyright 2012 Co. LLC. License granted to make unlimited paper copies for internal use
only.
The above information is believed to be correct but does not purport to be all inclusive and shall be
used only as a guide. The information in this document is based on the present state of our knowledge
and is applicable to the product with regard to appropriate safety precautions. It does not represent any
guarantee of the properties of the product. Corporation and its Affiliates shall not be held
liable for any damage resulting from handling or from contact with the above product. See
and/or the reverse side of invoice or packing slip for additional terms and conditions of sale.

制备方法与用途

N-Fmoc-N'-(4-甲氧基-2,3,6-三甲基苯磺酰基)-L-精氨酸是一种氨基酸衍生物，可用作生化试剂。

反应信息

• 作为反应物：
  描述：

  N-Fmoc-N'-(4-甲氧基-2,3,6-三甲基苯磺酰基)-L-精氨酸 在 三氟乙酸 作用下， 以 水 为溶剂， 生成 FMOC-L-精氨酸
  参考文献：
  名称：

  Ali, Syed Safdar; Echner, Hartmut; Khan, Khalid Mohammed, Zeitschrift fur Naturforschung, B: Chemical Sciences, 1994, vol. 49, # 10, p. 1425 - 1433

  摘要：

  DOI：
• 作为产物：
  描述：

  氯甲酸-9-芴基甲酯 、 N'-(4-甲氧基-2,3,6-三甲基苯磺酰基)-L-精氨酸 在 N,N-二异丙基乙胺 作用下， 以 氯仿 为溶剂， 以65%的产率得到N-Fmoc-N'-(4-甲氧基-2,3,6-三甲基苯磺酰基)-L-精氨酸
  参考文献：
  名称：

  Side chain protected N^α-fluorenylmethoxycarbonylamino-acids for solid phase peptide synthesis. N^α-Fluorenylmethoxycarbonyl-N^G-4-methoxy-2,3,6-trimethylbenzenesulphonyl-L-arginine

  摘要：

  介绍了 Nδ-芴甲氧羰基-NG-4-甲氧基-2,3,6-三甲基苯磺酰基-L-精氨酸的制备和在固相合成中的应用。

  DOI：

  10.1039/c39830001060

文献信息

• Fast and Facile Synthesis of 4-Nitrophenyl 2-Azidoethylcarbamate Derivatives from <i>N</i>-Fmoc-Protected α-Amino Acids as Activated Building Blocks for Urea Moiety-Containing Compound Library
  作者：Ying-Ying Chen、Li-Te Chang、Hung-Wei Chen、Chia-Ying Yang、Ling-Wei Hsin

  DOI：10.1021/acscombsci.6b00160

  日期：2017.3.13

  A fast and facile synthesis of a series of 4-nitrophenyl 2-azidoethylcarbamate derivatives as activated urea building blocks was developed. The N-Fmoc-protected 2-aminoethyl mesylates derived from various commercially available N-Fmoc-protected α-amino acids, including those having functionalized side chains with acid-labile protective groups, were directly transformed into 4-nitrophenyl 2-azidoethylcarbamate

  快速，简便地合成了一系列4-硝基苯基2-叠氮基乙基氨基甲酸酯衍生物作为活化尿素的基础。衍生自各种市售N -Fmoc保护的α-氨基酸的N -Fmoc保护的2-氨基乙基甲磺酸酯，包括那些具有带有酸不稳定保护基的官能化侧链的氨基酸，直接转化为4-硝基苯基2-叠氮基乙基氨基甲酸酯衍生物。通过一锅两步反应1 h。这些尿素结构单元用于制备一系列含尿素部分的米托蒽醌-氨基酸共轭物，产率为75-92％，尿素化合物文库的平行溶液相合成由30个成员组成，总产率为38-70％ 。
• Design and synthesis of short amphiphilic cationic peptidomimetics based on biphenyl backbone as antibacterial agents
  作者：Rajesh Kuppusamy、Muhammad Yasir、Thomas Berry、Charles G. Cranfield、Shashidhar Nizalapur、Eugene Yee、Onder Kimyon、Aditi Taunk、Kitty K.K. Ho、Bruce Cornell、Mike Manefield、Mark Willcox、David StC Black、Naresh Kumar

  DOI：10.1016/j.ejmech.2017.10.066

  日期：2018.1

  Antimicrobial peptides (AMPs) and their synthetic mimics have received recent interest as new alternatives to traditional antibiotics in attempts to overcome the rise of antibiotic resistance in many microbes. AMPs are part of the natural defenses of most living organisms and they also have a unique mechanism of action against bacteria. Herein, a new series of short amphiphilic cationic peptidomimetics

  抗菌肽（AMPs）及其合成模拟物作为传统抗生素的新替代品，最近已引起人们的兴趣，试图克服许多微生物中抗生素耐药性的上升。AMP是大多数活生物体自然防御的一部分，它们还具有独特的抵抗细菌的作用机制。在此，通过结合3'-氨基-[1,1'-联苯] -3-羧酸骨架以模拟天然AMPs的基本特性，合成了一系列新的短两亲阳离子拟肽。通过改变疏水性和电荷，我们确定了对革兰氏阳性金黄色葡萄球菌（MIC = 15.6μM）和革兰氏阴性大肠杆菌均有效的最有效的类似物25g。（MIC = 7.8μM）细菌。细胞质渗透性测定结果显示25g主要通过细胞质膜中脂质的去极化作用。还研究了活性化合物对人细胞的细胞毒性，使用束缚的双层脂质膜（tBLM）溶解脂质双层及其对金黄色葡萄球菌和大肠杆菌已建立的生物膜的活性。
• Synthesis of tokaramide A, a cysteine protease inhibitor from marine sponge Theonella aff. mirabilis
  作者：Hiroyuki Konno、Kazuto Nosaka、Kenichi Akaji

  DOI：10.1016/j.tet.2011.09.116

  日期：2011.11

  The first synthesis of tokaramide A (1) is described. Tokaramide A (1) was synthesized via the peptide with a side-chain unprotected arginine residue on Weinreb AM resin by reductive cleavage.

  描述了tokaramide A（1）的第一次合成。通过还原裂解，在Weinreb AM树脂上通过具有侧链未保护精氨酸残基的肽合成Tokaramide A（1）。
• [EN] ENGINEERED ANTIMICROBIAL AMPHIPHILIC PEPTIDES AND METHODS OF USE<br/>[FR] PEPTIDES AMPHIPHILES ANTIMICROBIENS MODIFIÉS ET PROCÉDÉS D'UTILISATION
  申请人：PEPTILOGICS INC

  公开号：WO2018160997A1

  公开（公告）日：2018-09-07

  Disclosed herein are novel peptides that can comprise antimicrobial, antiviral, antifungal or antitumor activity when administered to a subject.

  本文披露了一种新型肽，当向受试者施用时，可以具有抗菌、抗病毒、抗真菌或抗肿瘤活性。
• Aminoacyl−Anthraquinone Conjugates as Telomerase Inhibitors: Synthesis, Biophysical and Biological Evaluation
  作者：Giuseppe Zagotto、Claudia Sissi、Lorena Lucatello、Claudia Pivetta、Sergio A. Cadamuro、Keith R. Fox、Stephen Neidle、Manlio Palumbo

  DOI：10.1021/jm800160v

  日期：2008.9.25

  anticancer target. To inhibit enzyme activity by induction of G-quadruplex in human telomeres, we have synthesized a small library of 2,6- and 2,7-amino-acyl/ peptidyl anthraquinones with diverse connecting linkers, charge, lipophilicity and bulk. The test compounds modulated G-quadruplex stability to different extents and showed clear preference for quadruplex over duplex DNA. Telomerase inhibition correlated

  端粒酶-端粒复合物是潜在的抗癌靶标。为了通过在人端粒中诱导G-四链体来抑制酶的活性，我们合成了一个2,6-和2,7-氨基-酰基/肽基蒽醌的小文库，具有不同的连接接头，电荷，亲脂性和体积。测试化合物在不同程度上调节了G-四链体的稳定性，并且显示出对四链体的明显偏好高于双链体DNA。端粒酶抑制与G四联体稳定相关。SAR分析表明，连接子和蒽醌之间的连接类型，以及侧链的位置和氨基酸成分的性质在稳定G-四链体和产生端粒酶抑制作用中均起着重要作用。短期细胞毒活性差。然而，长时间暴露于有效的G-四链体结合剂后，细胞会衰老。这些结果有助于合理设计更有效的G-四链体稳定剂，可能具有癌细胞选择性的抗增殖作用。